Compound characterization data — Park et al., 2026

Hyeongbin Park, Evan F. W. Chen, Chao-Jun Li. “Palladium-catalyzed C(sp³)-C(sp³) bond construction of benzylic alcohol derivatives using hydrazone umpolung chemistry.” ChemRxiv (2026). https://doi.org/10.26434/chemrxiv.15007706/v1

1-phenethylnaphthalene
Identifier	3aa
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.16 (d, J = 8.3 Hz, 1H), 7.92 (dd, J = 8.2, 1.5 Hz, 1H), 7.78 (d, J = 8.2 Hz, 1H), 7.61 – 7.51 (m, 2H), 7.44 (dd, J = 8.2, 7.0 Hz, 1H), 7.39 – 7.33 (m, 3H), 7.32 – 7.25 (m, 3H), 3.47 – 3.40 (m, 2H), 3.15 – 3.08 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.1, 137.9, 134.0, 131.9, 129.0, 128.6, 126.9, 126.2, 126.1, 126.0, 125.7, 125.6, 123.8, 37.3, 35.3

1-(4-isopropylphenethyl)naphthalene
Identifier	3ab
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.13 (dd, J = 8.3, 1.2 Hz, 1H), 7.92 – 7.87 (m, 1H), 7.76 (d, J = 8.2 Hz, 1H), 7.55 (ddd, J = 8.4, 6.7, 1.6 Hz, 1H), 7.51 (ddd, J = 8.1, 6.8, 1.4 Hz, 1H), 7.43 (dd, J = 8.1, 7.0 Hz, 1H), 7.36 (d, J = 6.9 Hz, 1H), 7.26 – 7.20 (m, 4H), 3.44 – 3.34 (m, 2H), 3.10 – 3.01 (m, 2H), 2.94 (hept, J = 7.0 Hz, 1H), 1.30 (d, J = 6.9 Hz, 6H)
¹³C NMR (126 MHz, CDCl₃)	δ 146.7, 139.5, 138.2, 134.0, 132.0, 129.0, 128.4, 126.9, 126.6, 126.0, 126.0, 125.7, 125.6, 123.8, 36.9, 35.3, 33.9, 24.3
HRMS (APCI)	m/z Calcd for C₂₁H₂₃⁺ [M+H]⁺: 275.1794. Found: 275.1789

1-(4-methylphenethyl)naphthalene
Identifier	3ac
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.13 (d, J = 8.4 Hz, 1H), 7.90 (dd, J = 7.8, 1.3 Hz, 1H), 7.75 (d, J = 8.2 Hz, 1H), 7.59 – 7.48 (m, 2H), 7.41 (dd, J = 8.2, 7.0 Hz, 1H), 7.33 (d, J = 7.0 Hz, 1H), 7.17 (m, 4H), 3.42 – 3.34 (m, 2H), 3.08 – 3.00 (m, 2H), 2.37 (s, 3H)
¹³C NMR (126 MHz, CDCl₃)	δ 139.1, 138.1, 135.6, 134.0, 131.9, 129.3, 129.0, 128.4, 126.9, 126.1, 126.0, 125.7, 125.6, 123.8, 36.8, 35.4, 21.2
HRMS (APCI)	m/z Calcd for C₁₉H₁₈⁺ [M+H]⁺: 247.1481. Found: 247.1478

1-(2-([1,1′-biphenyl]-4-yl)ethyl)naphthalene
Identifier	3ad
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.15 (d, J = 8.4 Hz, 1H), 7.91 (dd, J = 8.0, 1.6 Hz, 1H), 7.77 (d, J = 8.1 Hz, 1H), 7.66 – 7.61 (m, 2H), 7.60 – 7.50 (m, 4H), 7.49 – 7.40 (m, 3H), 7.39 – 7.32 (m, 4H), 3.48 – 3.41 (m, 2H), 3.17 – 3.09 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 141.2, 141.1, 139.0, 137.8, 134.0, 131.8, 128.9, 128.9, 128.8, 127.2, 127.1, 127.1, 126.9, 126.1, 126.0, 125.6, 125.5, 123.7, 36.8, 35.1
HRMS (APCI)	m/z Calcd for C₂₄H₂₀⁺ [M+H]⁺: 309.1638. Found: 309.1625

1-(2-([1,1′-biphenyl]-3-yl)ethyl)naphthalene
Identifier	3ae
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (400 MHz, CDCl₃)	δ 8.13 (d, J = 8.3 Hz, 1H), 7.92 – 7.87 (m, 1H), 7.76 (d, J = 8.2 Hz, 1H), 7.61 – 7.50 (m, 4H), 7.49 – 7.31 (m, 8H), 7.26 (t, J = 3.7 Hz, 1H), 3.48 – 3.39 (m, 2H), 3.18 – 3.09 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.6, 141.6, 141.5, 137.9, 134.1, 131.9, 129.0, 129.0, 128.9, 127.6, 127.5, 127.4, 127.0, 126.2, 126.1, 125.7, 125.6, 125.1, 123.8, 37.4, 35.3
HRMS (APCI)	m/z Calcd for C₂₄H₂₁⁺ [M+H]⁺: 309.1638. Found: 309.1620

1-(2-(naphthalen-2-yl)ethyl)naphthalene
Identifier	3af
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.18 (d, J = 8.2 Hz, 1H), 7.91 (dd, J = 8.1, 1.5 Hz, 1H), 7.88 – 7.79 (m, 3H), 7.76 (d, J = 8.1 Hz, 1H), 7.73 – 7.67 (m, 1H), 7.58 (ddd, J = 8.4, 6.8, 1.5 Hz, 1H), 7.52 (ddd, J = 8.0, 6.7, 1.3 Hz, 1H), 7.47 (m, 2H), 7.44 – 7.38 (m, 2H), 7.34 (d, J = 6.8 Hz, 1H), 3.54 – 3.45 (m, 2H), 3.29 – 3.21 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 139.7, 137.9, 134.1, 133.8, 132.2, 131.9, 129.0, 128.1, 127.8, 127.6, 127.5, 127.0, 126.6, 126.2, 126.1, 126.1, 125.7, 125.7, 125.4, 123.8, 37.4, 35.2
HRMS (APCI)	m/z Calcd for C₂₂H₁₉⁺ [M+H]⁺: 283.1481. Found: 283.1475

4-(2-(naphthalen-1-yl)ethyl)pyrene
Identifier	3ag
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.34 (d, J = 9.2 Hz, 1H), 8.24 – 8.20 (m, 1H), 8.20 – 8.17 (m, 2H), 8.13 (d, J = 6.3 Hz, 1H), 8.11 (d, J = 4.7 Hz, 1H), 8.05 (d, J = 1.1 Hz, 2H), 8.01 (t, J = 7.6 Hz, 1H), 7.92 (dd, J = 8.0, 1.6 Hz, 1H), 7.87 (d, J = 7.7 Hz, 1H), 7.77 (d, J = 8.1 Hz, 1H), 7.57 (ddd, J = 8.4, 6.8, 1.5 Hz, 1H), 7.53 (ddd, J = 7.9, 6.7, 1.3 Hz, 1H), 7.39 (dd, J = 8.1, 6.9 Hz, 1H), 7.34 (dd, J = 6.9, 1.3 Hz, 1H), 3.83 – 3.77 (m, 2H), 3.65 – 3.59 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 138.0, 136.3, 134.1, 132.0, 131.6, 131.1, 130.1, 129.1, 128.8, 127.7, 127.6, 127.4, 127.0, 126.9, 126.2, 126.1, 126.0, 125.8, 125.7, 125.3, 125.2, 125.1, 125.0, 124.9, 123.8, 123.4, 35.3, 34.8
HRMS (APCI)	m/z Calcd for C₂₈H₂₁⁺ [M+H]⁺: 357.1638. Found: 357.1640

9-(2-(naphthalen-1-yl)ethyl)phenanthrene
Identifier	3ah
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.81 – 8.77 (m, 1H), 8.73 – 8.67 (m, 1H), 8.22 – 8.17 (m, 2H), 7.95 – 7.90 (m, 1H), 7.84 (dd, J = 7.8, 1.5 Hz, 1H), 7.80 – 7.76 (m, 1H), 7.73 – 7.50 (m, 7H), 7.45 – 7.40 (m, 2H), 3.65 – 3.54 (m, 4H)
¹³C NMR (126 MHz, CDCl₃)	δ 138.2, 136.3, 134.1, 132.0, 132.0, 131.3, 130.9, 129.9, 129.1, 128.3, 127.0, 126.8, 126.4, 126.2, 126.2, 126.1, 126.1, 125.8, 125.7, 124.4, 123.8, 123.5, 122.6, 34.5, 33.7
HRMS (APCI)	m/z Calcd for C₂₆H₁₉⁺ [M−H]⁻: 331.1481. Found: 331.1477

1-(2-fluorophenethyl)naphthalene
Identifier	3ai
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.15 (d, J = 8.4 Hz, 1H), 7.87 (d, J = 8.2 Hz, 1H), 7.74 (d, J = 8.2 Hz, 1H), 7.55 (ddd, J = 8.4, 6.7, 1.5 Hz, 1H), 7.49 (ddd, J = 8.1, 6.8, 1.3 Hz, 1H), 7.39 (dd, J = 8.2, 7.0 Hz, 1H), 7.32 (d, J = 7.0 Hz, 1H), 7.24 – 7.15 (m, 2H), 7.10 – 7.02 (m, 2H), 3.41 – 3.33 (m, 2H), 3.13 – 3.02 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 161.4 (d, ¹JC-F = 245.0 Hz), 137.8, 134.0, 131.9, 130.9 (d, ³JC-F = 5.1 Hz), 129.0, 128.9 (d, ²JC-F = 14.3 Hz), 127.9 (³JC-F, J = 8.1 Hz), 127.0, 126.3, 126.1, 125.7, 125.6, 124.1 (d, ⁴JC-F = 3.6 Hz), 123.8, 115.4 (d, ²JC-F = 22.0 Hz), 34.0 (d, ⁴JC-F = 1.4 Hz), 31.0 (d, ³JC-F = 2.1 Hz)
¹⁹F NMR (471 MHz, CDCl₃)	δ −118.72
HRMS (APCI)	m/z Calcd for C₁₈H₁₆F⁺ [M+H]⁺: 251.1231. Found: 251.1230

1-(4-fluoro-3-methylphenethyl)naphthalene
Identifier	3aj
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.10 (d, J = 8.4 Hz, 1H), 7.89 (dd, J = 8.0, 1.5 Hz, 1H), 7.75 (d, J = 8.2 Hz, 1H), 7.53 (dddd, J = 21.2, 8.0, 6.8, 1.4 Hz, 2H), 7.40 (dd, J = 8.2, 7.0 Hz, 1H), 7.29 (d, J = 6.9 Hz, 1H), 7.04 (dd, J = 7.6, 2.3 Hz, 1H), 7.00 (ddd, J = 7.6, 5.0, 2.3 Hz, 1H), 6.94 (dd, J = 9.6, 8.3 Hz, 1H), 3.40 – 3.30 (m, 2H), 3.04 – 2.95 (m, 2H), 2.28 (d, J = 1.9 Hz, 3H)
¹³C NMR (126 MHz, CDCl₃)	δ 160.0 (d, ¹JC-F = 242.2 Hz), 137.8, 137.4 (d, ⁴JC-F = 3.6 Hz), 134.1, 131.9, 131.5 (d, ³JC-F = 5.0 Hz), 129.0, 127.1 (d, ³JC-F = 7.8 Hz), 127.0, 126.2, 126.0, 125.7, 125.6, 124.7 (d, ²JC-F = 17.2 Hz), 123.7, 114.9 (d, ²JC-F = 22.2 Hz), 36.4, 35.4, 14.7 (d, ³JC-F = 3.4 Hz)
¹⁹F NMR (471 MHz, CDCl₃)	δ −121.86
HRMS (APCI)	m/z Calcd for C₁₉H₁₈F⁺ [M+H]⁺: 265.1387. Found: 265.1373

1-(3,4-difluorophenethyl)naphthalene
Identifier	3ak
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.05 (d, J = 8.2 Hz, 1H), 7.88 (dd, J = 8.0, 1.6 Hz, 1H), 7.74 (d, J = 8.2 Hz, 1H), 7.52 (dddd, J = 20.0, 8.1, 6.8, 1.4 Hz, 2H), 7.38 (dd, J = 8.2, 7.0 Hz, 1H), 7.23 (d, J = 7.0 Hz, 1H), 7.10 – 6.96 (m, 2H), 6.90 – 6.85 (m, 1H), 3.38 – 3.32 (m, 2H), 3.05 – 2.98 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 150.6 (dd, ¹JC-F = 165.8, ²JC-F = 12.9 Hz), 148.7 (dd, ¹JC-F = 164.5, ²JC-F = 12.8 Hz), 138.9 (dd, ³JC-F = 5.5, ⁴JC-F = 4.1 Hz), 137.1, 134.1, 131.8, 129.1, 127.2, 126.3, 126.1, 125.7, 125.6, 124.4 (dd, ³JC-F = 6.1, ⁴JC-F = 3.4 Hz), 123.5, 117.3 (d, ²JC-F = 16.8 Hz), 117.1 (d, ²JC-F = 16.9 Hz), 36.3 (d, ⁴JC-F = 1.2 Hz), 35.0
¹⁹F NMR (471 MHz, CDCl₃)	δ −138.34 – −138.50 (m), −141.97 – −142.16 (m)
HRMS (APCI)	m/z Calcd for C₁₈H₁₅F₂⁺ [M+H]⁺: 269.1136. Found: 269.1137

1-(3-(trifluoromethyl)phenethyl)naphthalene
Identifier	3al
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.07 (d, J = 8.4 Hz, 1H), 7.91 – 7.87 (m, 1H), 7.75 (d, J = 8.2 Hz, 1H), 7.58 – 7.46 (m, 4H), 7.43 – 7.35 (m, 3H), 7.26 (d, J = 6.8 Hz, 1H), 3.43 – 3.36 (m, 2H), 3.16 – 3.09 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.9, 137.2, 134.1, 132.1 (q, ⁴JC-F = 1.4 Hz), 131.8, 130.8 (q, ²JC-F = 32.0 Hz), 129.1, 128.9, 127.2, 126.3, 126.1, 125.7, 125.7, 125.3 (q, ³JC-F = 3.7 Hz), 124.4 (q, ¹JC-F = 272.2 Hz), 123.6, 123.1 (q, ³JC-F = 3.8 Hz), 37.0, 35.0
¹⁹F NMR (471 MHz, CDCl₃)	δ −62.52
HRMS (APCI)	m/z Calcd for C₁₉H₁₆F₃⁺ [M+H]⁺: 301.1199. Found: 301.1204

1-(2-methoxyphenethyl)naphthalene
Identifier	3am
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.26 (d, J = 8.5 Hz, 1H), 7.88 (dd, J = 8.2, 1.1 Hz, 1H), 7.73 (d, J = 8.2 Hz, 1H), 7.55 (ddd, J = 8.4, 6.7, 1.5 Hz, 1H), 7.50 (ddd, J = 8.1, 6.7, 1.3 Hz, 1H), 7.41 (dd, J = 8.1, 7.0 Hz, 1H), 7.35 (d, J = 6.9 Hz, 1H), 7.24 (td, J = 7.9, 1.9 Hz, 1H), 7.19 (dd, J = 7.8, 1.7 Hz, 1H), 6.92 (m, 2H), 3.89 (s, 3H), 3.39 – 3.28 (m, 2H), 3.10 – 2.98 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 157.7, 138.8, 134.0, 132.2, 130.7, 130.1, 128.8, 127.4, 126.7, 126.1, 125.8, 125.7, 125.5, 124.2, 120.6, 110.4, 55.4, 33.9, 32.5
HRMS (ESI)	m/z Calcd for C₁₉H₁₈NaO⁺ [M+Na]⁺: 285.1250. Found: 285.1239

4-(2-(naphthalen-1-yl)ethyl)phenyl benzoate
Identifier	3an
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.13 (d, J = 8.3 Hz, 1H), 7.90 (dd, J = 7.9, 1.4 Hz, 1H), 7.76 (d, J = 8.2 Hz, 1H), 7.59 – 7.50 (m, 2H), 7.50 – 7.46 (m, 2H), 7.45 – 7.39 (m, 3H), 7.39 – 7.34 (m, 1H), 7.32 (d, J = 6.9 Hz, 1H), 7.21 – 7.16 (m, 2H), 6.99 – 6.94 (m, 2H), 5.09 (s, 2H), 3.41 – 3.34 (m, 2H), 3.07 – 2.99 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 157.3, 138.0, 137.3, 134.5, 134.0, 131.9, 129.5, 129.0, 128.7, 128.0, 127.6, 126.9, 126.2, 126.0, 125.7, 125.6, 123.8, 115.0, 70.2, 36.4, 35.5
HRMS (ESI)	m/z Calcd for C₂₅H₂₂NaO⁺ [M+Na]⁺: 361.1563. Found: 361.1552

2-(2-(naphthalen-1-yl)ethyl)thiophene
Identifier	3ao
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.09 (d, J = 8.5 Hz, 1H), 7.88 (dd, J = 8.2, 1.5 Hz, 1H), 7.75 (d, J = 8.1 Hz, 1H), 7.55 (ddd, J = 8.4, 6.7, 1.5 Hz, 1H), 7.50 (ddd, J = 8.0, 6.8, 1.3 Hz, 1H), 7.41 (dd, J = 8.1, 7.0 Hz, 1H), 7.34 (dd, J = 7.0, 1.3 Hz, 1H), 7.17 (dd, J = 5.1, 1.2 Hz, 1H), 6.95 (dd, J = 5.1, 3.4 Hz, 1H), 6.86 – 6.82 (m, 1H), 3.50 – 3.43 (m, 2H), 3.32 – 3.25 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 144.8, 137.3, 134.0, 131.9, 129.0, 127.1, 126.9, 126.3, 126.1, 125.7, 125.7, 124.5, 123.7, 123.3, 35.5, 31.3
HRMS (APCI)	m/z Calcd for C₁₆H₁₅S⁺ [M+H]⁺: 239.0889. Found: 239.0894

4-(2-(naphthalen-1-yl)ethyl)pyridine
Identifier	3ap
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.53 (br s, 2H), 8.05 (d, J = 8.3 Hz, 1H), 7.89 (dd, J = 7.9, 1.6 Hz, 1H), 7.75 (d, J = 8.2 Hz, 1H), 7.55 (ddd, J = 8.4, 6.7, 1.6 Hz, 1H), 7.51 (ddd, J = 8.0, 6.7, 1.4 Hz, 1H), 7.37 (dd, J = 8.2, 7.0 Hz, 1H), 7.23 (d, J = 7.0 Hz, 1H), 7.13 (br d, J = 4.6 Hz, 2H), 3.43 – 3.36 (m, 2H), 3.10 – 3.02 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 150.7, 149.9, 136.8, 134.1, 131.7, 129.1, 127.3, 126.3, 126.2, 125.8, 125.6, 124.1, 123.5, 36.3, 33.9
HRMS (APCI)	m/z Calcd for C₁₇H₁₆N⁺ [M+H]⁺: 234.1277. Found: 234.1284

2-methyl-5-(2-(naphthalen-1-yl)ethyl)furan
Identifier	3aq
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.08 (d, J = 8.4 Hz, 1H), 7.87 (dd, J = 7.9, 1.3 Hz, 1H), 7.73 (d, J = 8.1 Hz, 1H), 7.56 – 7.46 (m, 2H), 7.43 – 7.38 (m, 1H), 7.34 (d, J = 6.9 Hz, 1H), 5.92 – 5.85 (m, 2H), 3.43 – 3.37 (m, 2H), 3.05 – 2.99 (m, 2H), 2.30 (s, 3H)
¹³C NMR (126 MHz, CDCl₃)	δ 153.8, 150.6, 137.7, 134.0, 131.9, 129.0, 127.0, 126.1, 126.0, 125.7, 125.6, 123.8, 106.0, 105.9, 32.0, 29.6, 13.7
HRMS (APCI)	m/z Calcd for C₁₇H₁₇O⁺ [M+H]⁺: 237.1274. Found: 237.1273

4-(2-(naphthalen-1-yl)ethyl)quinoline
Identifier	3ar
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.81 (d, J = 4.4 Hz, 1H), 8.16 (dd, J = 8.5, 1.3 Hz, 1H), 8.10 – 8.06 (m, 2H), 7.90 (dd, J = 7.7, 2.0 Hz, 1H), 7.76 (d, J = 8.3 Hz, 1H), 7.73 (ddd, J = 8.4, 6.8, 1.4 Hz, 1H), 7.59 – 7.49 (m, 3H), 7.38 (dd, J = 8.2, 7.0 Hz, 1H), 7.27 (dd, J = 7.0, 1.2 Hz, 1H), 7.22 (d, J = 4.4 Hz, 1H), 3.54 (s, 4H)
¹³C NMR (126 MHz, CDCl₃)	δ 150.4, 148.5, 147.8, 137.1, 134.1, 131.8, 130.5, 129.2, 129.1, 127.6, 127.3, 126.6, 126.3, 126.2, 125.8, 125.7, 123.5, 123.5, 121.0, 33.3, 33.2
HRMS (ESI)	m/z Calcd for C₂₁H₁₈N⁺ [M+H]⁺: 284.1434. Found: 284.1432

2-(2-(naphthalen-1-yl)ethyl)benzofuran
Identifier	3as
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.12 (m, 1H), 7.91 – 7.86 (m, 1H), 7.75 (d, J = 8.1 Hz, 1H), 7.57 – 7.45 (m, 4H), 7.42 – 7.34 (m, 2H), 7.26 – 7.17 (m, 2H), 6.42 (q, J = 1.0 Hz, 1H), 3.58 – 3.50 (m, 2H), 3.26 – 3.18 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 158.7, 154.9, 137.1, 134.1, 131.8, 129.0, 127.2, 126.2, 125.7, 123.6, 123.5, 122.6, 120.5, 110.9, 102.5, 31.4, 29.9
HRMS (APCI)	m/z Calcd for C₂₀H₁₇O⁺ [M+H]⁺: 273.1274. Found: 273.1275

1-methyl-4-phenethylnaphthalene
Identifier	3at
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.25 – 8.18 (m, 1H), 8.14 – 8.09 (m, 1H), 7.65 – 7.58 (m, 2H), 7.43 – 7.36 (m, 2H), 7.36 – 7.25 (m, 5H), 3.47 – 3.39 (m, 2H), 3.16 – 3.08 (m, 2H), 2.75 (s, 3H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.3, 136.1, 133.1, 132.8, 132.0, 128.6, 128.5, 126.4, 126.1, 125.8, 125.6, 125.4, 125.1, 124.3, 37.4, 35.2, 19.6
HRMS (APCI)	m/z Calcd for C₁₉H₁₉⁺ [M+H]⁺: 247.1481. Found: 247.1485

1-methyl-8-phenethylnaphthalene
Identifier	3au
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.78 (dd, J = 7.9, 1.7 Hz, 2H), 7.42 – 7.34 (m, 6H), 7.31 – 7.26 (m, 3H), 3.66 – 3.60 (m, 2H), 3.04 (s, 3H), 3.04 – 2.98 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 141.9, 139.3, 135.9, 134.5, 132.2, 130.2, 129.4, 128.6, 128.5, 128.5, 128.5, 126.2, 125.2, 125.1, 39.8, 38.9, 25.8
HRMS (APCI)	m/z Calcd for C₁₉H₁₉⁺ [M+H]⁺: 247.1481. Found: 247.1481

1-fluoro-5-phenethylnaphthalene
Identifier	3av
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.03 (d, J = 8.4 Hz, 1H), 7.89 (d, J = 8.5 Hz, 1H), 7.50 – 7.43 (m, 2H), 7.38 – 7.30 (m, 3H), 7.27 – 7.21 (m, 3H), 7.17 (ddd, J = 10.4, 7.6, 0.9 Hz, 1H), 3.42 – 3.35 (m, 2H), 3.12 – 3.02 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 159.5 (d, ¹JC-F = 251.4 Hz), 141.9, 137.9 (d, ⁴JC-F = 2.7 Hz), 133.5 (d, ³JC-F = 4.5 Hz), 128.6, 128.6, 127.1, 126.2, 126.0 (d, ⁴JC-F = 1.9 Hz), 125.6 (d, ³JC-F = 8.7 Hz), 124.3 (d, ²JC-F = 15.9 Hz), 119.7 (d, ³JC-F = 4.1 Hz), 119.2 (d, ⁴JC-F = 6.2 Hz), 109.2 (d, ²JC-F = 20.0 Hz), 37.2, 35.5
¹⁹F NMR (471 MHz, CDCl₃)	δ −121.83
HRMS (APCI)	m/z Calcd for C₁₈H₁₄F⁺ [M−H]⁻: 249.1074. Found: 249.1069

1-methoxy-4-phenethylnaphthalene
Identifier	3aw
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.33 (dd, J = 8.3, 0.9 Hz, 1H), 8.04 (d, J = 8.4 Hz, 1H), 7.56 (ddd, J = 8.4, 6.7, 1.5 Hz, 1H), 7.50 (ddd, J = 8.1, 6.8, 1.3 Hz, 1H), 7.34 – 7.29 (m, 2H), 7.26 – 7.21 (m, 3H), 7.19 (d, J = 7.8 Hz, 1H), 6.73 (d, J = 7.8 Hz, 1H), 3.99 (s, 3H), 3.33 – 3.27 (m, 2H), 3.07 – 2.99 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 154.4, 142.3, 132.7, 129.8, 128.6, 128.5, 126.5, 126.1, 126.1, 125.9, 125.0, 123.6, 122.8, 103.5, 55.6, 37.4, 34.8
HRMS (APCI)	m/z Calcd for C₁₉H₁₉O⁺ [M+H]⁺: 263.1430. Found: 263.1439

1-phenethyl-5-(phenylethynyl)naphthalene
Identifier	3ax
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.29 (d, J = 8.4 Hz, 1H), 8.02 (d, J = 8.5 Hz, 1H), 7.69 (dd, J = 7.1, 1.1 Hz, 1H), 7.60 – 7.55 (m, 2H), 7.45 – 7.38 (m, 2H), 7.35 – 7.28 (m, 3H), 7.27 – 7.20 (m, 3H), 7.18 – 7.11 (m, 3H), 3.34 – 3.27 (m, 2H), 3.02 – 2.93 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 141.9, 138.3, 133.9, 131.8, 131.7, 130.2, 128.6, 128.5, 126.8, 126.6, 126.2, 125.3, 125.1, 124.6, 123.6, 121.8, 94.4, 88.0, 37.3, 35.4
HRMS (APCI)	m/z Calcd for C₂₆H₂₁⁺ [M+H]⁺: 333.1638. Found: 333.1638

4-(4-methylphenethyl)-1,1′-biphenyl
Identifier	3ay
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.63 – 7.59 (m, 2H), 7.54 (d, J = 8.0 Hz, 2H), 7.45 (t, J = 7.7 Hz, 2H), 7.37 – 7.32 (m, 1H), 7.28 (d, J = 7.9 Hz, 2H), 7.13 (s, 4H), 3.00 – 2.91 (m, 4H), 2.35 (s, 3H)
¹³C NMR (126 MHz, CDCl₃)	δ 141.2, 141.2, 139.0, 138.8, 135.5, 129.2, 129.0, 128.9, 128.5, 127.2, 127.2, 127.1, 37.8, 37.6, 21.2
HRMS (APCI)	m/z Calcd for C₂₁H₂₁⁺ [M+H]⁺: 273.1638. Found: 273.1633

4-(4-fluorophenethyl)-1,1′-biphenyl
Identifier	3az
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.62 – 7.58 (m, 2H), 7.54 – 7.51 (m, 2H), 7.47 – 7.42 (m, 2H), 7.38 – 7.30 (m, 1H), 7.25 – 7.22 (m, 2H), 7.16 – 7.13 (m, 2H), 7.01 – 6.95 (m, 2H), 2.95 (s, 4H)
¹³C NMR (126 MHz, CDCl₃)	δ 161.5 (d, ¹JC-F = 243.5 Hz), 141.1, 140.7, 139.1, 137.4 (d, ⁴JC-F = 3.2 Hz), 130.0 (d, ³JC-F = 7.8 Hz), 129.0, 128.9, 127.2, 127.1, 115.2 (d, ²JC-F = 21.1 Hz), 37.8, 37.2
¹⁹F NMR (471 MHz, CDCl₃)	δ −117.53
HRMS (APCI)	m/z Calcd for C₂₀H₁₆F⁺ [M+H]⁺: 275.1231. Found: 275.1217

4-(3-(trifluoromethyl)phenethyl)-1,1′-biphenyl
Identifier	3ba
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.61 – 7.57 (m, 2H), 7.55 – 7.51 (m, 2H), 7.49 – 7.42 (m, 3H), 7.43 – 7.32 (m, 4H), 7.26 – 7.22 (m, 2H), 3.05 – 3.00 (m, 2H), 3.00 – 2.95 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.6, 141.1, 140.3, 139.3, 132.1 (q, ⁴JC-F = 1.3 Hz), 130.8 (q, ²JC-F = 32.0 Hz), 129.0, 128.9, 127.3, 127.3, 127.2, 124.4 (q, ¹JC-F = 272.5 Hz), 125.4 (q, ³JC-F = 3.7 Hz), 123.0 (q, ³JC-F = 3.8 Hz), 124.4 (q, ¹JC-F = 272.5 Hz), 37.8, 37.4
¹⁹F NMR (471 MHz, CDCl₃)	δ −62.56
HRMS (APCI)	m/z Calcd for C₂₁H₁₈F₃⁺ [M+H]⁺: 325.1199. Found: 325.1187

4-(3-methoxyphenethyl)-1,1′-biphenyl
Identifier	3bb
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.62 – 7.58 (m, 2H), 7.55 – 7.52 (m, 2H), 7.47 – 7.42 (m, 2H), 7.37 – 7.32 (m, 1H), 7.30 – 7.26 (m, 2H), 7.25 – 7.20 (m, 1H), 6.83 (dt, J = 7.6, 1.3 Hz, 1H), 6.77 (m, 2H), 3.80 (s, 3H), 3.02 – 2.92 (m, 4H)
¹³C NMR (126 MHz, CDCl₃)	δ 159.8, 143.5, 141.2, 141.0, 139.0, 129.5, 129.0, 128.9, 127.2, 127.2, 127.1, 121.0, 114.3, 111.5, 55.3, 38.1, 37.6
HRMS (APCI)	m/z Calcd for C₂₁H₂₁O⁺ [M+H]⁺: 289.1587. Found: 289.1581

(4-(2-([1,1′-biphenyl]-4-yl)ethyl)phenoxy)(tert-butyl)dimethylsilane
Identifier	3bc
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.61 – 7.57 (m, 2H), 7.52 – 7.49 (m, 2H), 7.45 – 7.41 (m, 2H), 7.35 – 7.31 (m, 1H), 7.25 – 7.21 (m, 2H), 7.07 – 7.02 (m, 2H), 6.78 – 6.74 (m, 2H), 2.96 – 2.91 (m, 2H), 2.91 – 2.85 (m, 2H), 0.99 (s, 9H), 0.19 (s, 6H)
¹³C NMR (126 MHz, CDCl₃)	δ 153.9, 141.3, 141.2, 138.9, 134.6, 129.5, 129.1, 128.9, 127.2, 127.1, 120.0, 37.9, 37.3, 25.9, 18.4, −4.3
HRMS (APCI)	m/z Calcd for C₂₆H₃₃OSi⁺ [M+H]⁺: 389.2295. Found: 389.2280

4-phenethylquinoline
Identifier	3bd
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.79 (d, J = 4.4 Hz, 1H), 8.14 (dd, J = 8.3, 1.3 Hz, 1H), 8.08 (dd, J = 8.5, 1.3 Hz, 1H), 7.72 (ddd, J = 8.3, 6.8, 1.4 Hz, 1H), 7.58 (ddd, J = 8.3, 6.8, 1.3 Hz, 1H), 7.31 (tt, J = 7.1, 0.9 Hz, 2H), 7.26 – 7.19 (m, 3H), 7.18 (d, J = 4.4 Hz, 1H), 3.42 – 3.36 (m, 2H), 3.11 – 3.04 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 150.4, 148.5, 147.5, 141.1, 130.5, 129.2, 128.7, 128.5, 127.6, 126.6, 126.5, 123.5, 121.0, 36.3, 34.2
HRMS (APCI)	m/z Calcd for C₁₇H₁₆N⁺ [M+H]⁺: 234.1277. Found: 234.1280

3-phenethylbenzofuran
Identifier	3be
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.91 – 7.87 (m, 1H), 7.79 (m, 1H), 7.44 – 7.36 (m, 2H), 7.35 – 7.31 (m, 2H), 7.28 – 7.22 (m, 2H), 7.08 (t, J = 1.0 Hz, 2H), 3.21 – 3.15 (m, 2H), 3.11 – 3.06 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 141.8, 140.6, 139.0, 136.2, 128.6, 128.6, 126.2, 124.3, 124.0, 123.0, 121.7, 121.6, 35.6, 30.7
HRMS (APCI)	m/z Calcd for C₁₆H₁₅O⁺ [M+H]⁺: 223.1117. Found: 223.1116

3-phenethylbenzo[b]thiophene
Identifier	3bf
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.58 – 7.54 (m, 1H), 7.48 (dt, J = 8.1, 0.9 Hz, 1H), 7.36 (t, J = 1.1 Hz, 1H), 7.34 – 7.29 (m, 3H), 7.28 – 7.21 (m, 4H), 3.08 – 2.97 (m, 4H)
¹³C NMR (126 MHz, CDCl₃)	δ 155.4, 141.7, 141.4, 128.6, 128.6, 128.3, 126.3, 124.3, 122.4, 120.0, 119.7, 111.6, 35.5, 25.8
HRMS (APCI)	m/z Calcd for C₁₆H₁₅S⁺ [M+H]⁺: 239.0889. Found: 239.0899

3-phenethyl-1H-indole
Identifier	3bg
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.90 (br s, 1H), 7.63 (d, J = 7.9, 1H), 7.37 (dt, J = 8.1, 0.9 Hz, 1H), 7.33 – 7.27 (m, 2H), 7.27 – 7.18 (m, 4H), 7.14 (ddd, J = 8.1, 7.0, 1.0 Hz, 1H), 6.93 (d, J = 2.3, 1H), 3.12 – 3.07 (m, 2H), 3.07 – 3.00 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.5, 136.4, 128.6, 128.4, 127.6, 126.0, 122.1, 121.4, 119.4, 119.0, 116.4, 111.2, 36.6, 27.4
HRMS (ESI)	m/z Calcd for C₁₉H₁₉O⁺ [M+H]⁺: 244.1097. Found: 244.1105

3-(2-([1,1′-biphenyl]-4-yl)ethyl)furan
Identifier	3bh
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.64 – 7.60 (m, 2H), 7.57 – 7.54 (m, 2H), 7.48 – 7.43 (m, 2H), 7.40 – 7.33 (m, 2H), 7.31 – 7.28 (m, 2H), 7.25 – 7.23 (m, 1H), 6.31 (dd, J = 1.8, 0.8 Hz, 1H), 2.97 – 2.91 (m, 2H), 2.84 – 2.78 (m, 2H)
¹³C NMR (126 MHz, CDCl₃)	δ 142.8, 141.2, 140.9, 139.2, 139.1, 129.0, 128.9, 127.2, 127.2, 127.1, 124.6, 111.1, 36.2, 26.8
HRMS (APCI)	m/z Calcd for C₁₈H₁₇O⁺ [M+H]⁺: 249.1274. Found: 249.1266

3-(2-([1,1′-biphenyl]-4-yl)ethyl)pyridine
Identifier	3bi
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 8.47 (br s, 2H), 7.60 – 7.56 (m, 2H), 7.54 – 7.50 (m, 3H), 7.49 – 7.41 (m, 3H), 7.36 – 7.31 (m, 1H), 7.25 – 7.21 (m, 2H), 2.97 (s, 4H)
¹³C NMR (126 MHz, CDCl₃)	δ 150.2, 147.7, 141.1, 140.1, 139.3, 136.1, 129.0, 128.9, 127.3, 127.3, 127.1, 127.1, 123.4, 37.2, 35.0
HRMS (ESI)	m/z Calcd for C₁₉H₁₈N⁺ [M+H]⁺: 260.1434. Found: 260.1442

4-phenethylphenethyl 2,4,6-trimethylbenzoate
Identifier	3bj
NMR reporting reference	All NMR signals were reported in ppm unit with references to the residual solvent resonances for ¹H (δ = 7.26 ppm) and ¹³C (δ = 77.16 ppm) chemical shifts
¹H NMR (500 MHz, CDCl₃)	δ 7.23 – 7.19 (m, 2H), 7.15 – 7.08 (m, 5H), 7.05 (d, J = 8.1 Hz, 2H), 6.76 (s, 2H), 4.46 (t, J = 7.1 Hz, 2H), 2.96 (t, J = 7.1 Hz, 2H), 2.83 (s, 4H), 2.20 (s, 3H), 2.13 (s, 6H)
¹³C NMR (126 MHz, CDCl₃)	δ 170.3, 141.9, 140.2, 139.4, 135.3, 135.3, 131.1, 129.0, 128.7, 128.6, 128.5, 128.5, 126.1, 65.5, 38.1, 37.7, 34.8, 21.3, 19.8
HRMS (ESI)	m/z Calcd for C₂₆H₂₈NaO₂⁺ [M+Na]⁺: 395.1982. Found: 395.1968