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Synergetic effects in the enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by β-cyclodextrin–pillar[5]arene-hybridized hosts

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Abstract

Tri-cavity hosts consisting of one pillar[5]arene (P5) sandwiched by two β-cyclodextrins (CDs) were synthesized, and their diastereoseparation was successfully accomplished. Photocyclodimerization of 2-anthracenecarboxylate with these hybrid hosts demonstrated the critical dependence of stereoselectivity on the absolute configuration of the central P5 and the conjugating positions on the β-CD, and gave the non-classical HT photodimers in up to 87% ee.

Graphical abstract: Synergetic effects in the enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by β-cyclodextrin–pillar[5]arene-hybridized hosts

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Article information


Submitted
19 Mar 2020
Accepted
21 Apr 2020
First published
21 Apr 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Synergetic effects in the enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by β-cyclodextrin–pillar[5]arene-hybridized hosts

J. Ji, W. Wu, X. Wei, M. Rao, D. Zhou, G. Cheng, Q. Gong, K. Luo and C. Yang, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02055A

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