The structure and racemization of 1,2-bis(pentaphenylphenyl)benzene

Add time:09/24/2019    Source:sciencedirect.com

1,2-Bis(pentaphenylphenyl)benzene (2) was synthesized by the cycloaddition of 1,2-bis(phenylethynyl)benzene and tetracyclone. Its X-ray structure was determined, and the molecule adopts a C2-symmetric conformation in the crystal. Monomethoxy and dimethoxy derivatives of compound 2 were also prepared, and dynamic NMR studies of these compounds yielded a free energy of activation for racemization (ΔG‡rac) of 20.3 kcal/mol at 423 K. The results are compared with estimates of ΔG‡rac for 2 by various DFT methods.

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