Supramolecular Photocatalysis by Utilizing the Host-Guest Charge-Transfer Interaction: Visible-Light-Induced Generation of Triplet Anthracenes for [4+2] Cycloaddition Reactions

被引:30
|
作者
Uchikura, Tatsuhiro [1 ,2 ]
Oshima, Mari [1 ]
Kawasaki, Minami [1 ]
Takahashi, Kohei [1 ]
Iwasawa, Nobuharu [1 ]
机构
[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
[2] Gakushuin Univ, Fac Sci, Dept Chem, Tokyo 1718588, Japan
基金
日本学术振兴会;
关键词
anthracene; charge-transfer interactions; photocatalysis; supramolecular catalysts; triplet excited state; DIELS-ALDER REACTIONS; ELECTRON-TRANSFER; CATION; PHOTOCYCLOADDITION; PHOTODIMERIZATION; ENERGY; DONOR; PHOTOCHEMISTRY; DIMERIZATION; EXCIPLEXES;
D O I
10.1002/anie.201916732
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Supramolecular photocatalysis via charge-transfer excitation of a host-guest complex was developed by use of the macrocyclic boronic ester [2+2](BTH-F) containing highly electron-deficient difluorobenzothiadiazole moieties. In the presence of a catalytic amount of [2+2](BTH-F), the triplet excited state of anthracene was generated from the charge-transfer excited state of anthracene@[2+2](BTH-F) by visible-light irradiation, and cycloaddition of the excited anthracene with several dienes and alkenes proceeded in a [4+2] manner in high yields.
引用
收藏
页码:7403 / 7408
页数:6
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