期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 18, 期 18, 页码 3522-3526出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob00551g
关键词
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资金
- National Science Foundation of China [21722204, 21971148]
para-Quinone methides bearing an electron-withdrawing cyano group at the exocyclic methylene delta-position were identified as valuable 1,6-conjugate addition building blocks for acyclic all-carbon quaternary stereocenter construction. A wide variety of electron-rich arenes as nucleophiles were tolerated, effectively furnishing diverse unsymmetrical triarylmethanes bearing all-carbon quaternary stereocenters. The robust transformable abilities of the cyano group provide a platform to access other valuable functional group-containing unsymmetrical tri- and tetraarylmethanes that are otherwise difficult to be prepared. Computational studies supported the hypothesis that the cyano group at the delta-position tunes the molecular electron-density distribution, and the stability of para-quinone methides is enhanced by lowering their polymerizability.
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