Compound 5acdf

2-(4-(tert-Butyl)phenyl)-3-(4-methoxyphenyl)-4-phenyl-5-(4-(trifluoromethyl)phenyl)thiophene

From: Synthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesis

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InChIKey RBBFNKXQEBJROK-UHFFFAOYSA-N

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

Compound 5acdf was synthesized by the general method outlined for 5acde replacing arylboronic acid. Purification by preparative thin-layer chromatography (hexane/EtOAc = 10:1) afforded 5acdf (33.7 mg, 69% yield) as a white solid. 1H NMR (400 MHz, CDCl3): δ 7.45 (d, J = 8.8 Hz, 2H), 7.31 (d, J = 8.4 Hz, 2H), 7.28–7.22 (m, 2H), 7.20–7.13 (m, 5H), 6.98–6.94 (m, 2H), 6.88 (d, J = 8.8 Hz, 2H), 6.67 (d, J = 8.8 Hz, 2H), 3.75 (s, 3H), 1.29 (s, 9H); 13C NMR (100 MHz, CDCl3): δ 158.3, 150.4, 140.8, 139.5, 139.0, 138.0, 136.2, 135.9, 131.9, 131.0, 130.7, 129.1, 128.8 (q, 2JCF = 32.4 Hz), 128.6, 128.1, 126.9, 125.3, 125.2 (q, 3JCF = 3.8 Hz), 124.1 (q, 1JCF = 277 Hz), 113.3, 55.0, 34.5, 31.2; HRMS (DART) m/z calcd for C34H30F3OS [MH]+: 543.19694, found 543.19636.

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