Inherently chiral calixarenes by a catalytic enantioselective desymmetrizing cross-dehydrogenative coupling

文献情報

出版日 2022-12-06

DOI 10.1039/D2SC06234H

インパクトファクター 9.825

著者

Xin Zhang, Shuo Tong, Jieping Zhu, Mei-Xiang Wang

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要旨

Under the catalysis of PdBr2 and a chiral phosphoramidite ligand, the upper-rim mono (2-bromoaroyl)-substituted calix[4]arene derivatives underwent a facile enantioselective desymmetrization reaction to afford 9H-fluorene-embedded inherently chiral calixarenes in good yields with excellent enantioselectivities. The transannular dehydrogenative arene–arene coupling reaction proceeded most probably through an oxidative addition of the Caryl–Br bond to a ligated palladium catalyst followed by a sequence of an enantioselective 1,5-palladium migration and an intramolecular C–H arylation sequence. This new family of inherently chiral calixarenes possesses unique chiroptical properties thanks to their highly rigid structure induced by the 9H-fluorene segment.

掲載誌

Chemical Science

CiteScore: 14.4

自己引用率: 3.9%

年間論文数: 1413

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Inherently chiral calixarenes by a catalytic enantioselective desymmetrizing cross-dehydrogenative coupling

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