Enantiodifferentiating [4+4] photocyclodimerization of 2-anthracenecarboxylate mediated by a self-assembled iron tetrahedral coordination cage

Enantiodifferentiating [4+4] photocyclodimerization of 2-anthracenecarboxylate mediated by a self-assembled iron tetrahedral coordination cage
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自组装铁四面体配位笼介导的2-蒽甲酸酯的对映分化[4 4]光环二聚化

DOI:
10.1016/j.jphotochem.2015.10.023
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发表时间:
2016-12-01
影响因子:
4.3
通讯作者:
Yang, Cheng
Yang, Cheng
中科院分区:
化学3区
文献类型:
--
作者:
Alagesan, Mani;Kanagaraj, Kuppusamy;Yang, Cheng

文献摘要

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Photochirogenesis through supramolecular assembly provides an intriguing approach to the highly challenging research field of chiral photochemistry. In the present paper, an enantiopure coordination self-assembly cage (cage T) has been employed for mediating the enantiodifferentiating [4+4] photocyclodimerization of 2-anthracenecarboxylate (AC) in aqueous medium. The complexing behavior of AC with the cage T has been investigated by UV-vis, circular dichroism and NMR spectral studies. It was found that in aqueous solution, cage T could form both 1:1 and 1:2 host-guest complexes with AC. Photocyclodimerization of AC mediated by cage T were studied, at different temperatures and different host/guest ratios. The anti-HT photodimer dominate the photocyclodimerization of AC with cage T. In the presence of an enantiopure cage T, the chiral syn-HT and anti-HH photodimers were produced in moderate enantioselectivity. The enantiodifferentiating mechanism of this supramolecular photochirogenesis system and the effects of external factors are discussed. (C) 2016 Published by Elsevier B.V.