A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins

A remarkable stereoselectivity switching upon solid-state versus solution-phase enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid mediated by native and 3,6-anhydro-γ-cyclodextrins
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DOI:
10.1016/j.tetlet.2007.04.104
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发表时间:
2007-06-18
影响因子:
1.8
通讯作者:
Inoue, Yoshihisa
Inoue, Yoshihisa
中科院分区:
化学4区
文献类型:
--
作者:
Yan, Cheng;Nishijima, Masaki;Inoue, Yoshihisa

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研究了蒽甲酸(AC)在水溶液和固态条件下,在单、双3,6-脱水-7-环糊精(CD)作用下的[4+4]对映体差异化光环化二聚反应。固态光解得到固有不利的头对头光二聚体在更高的化学和光学产率比在水溶液中。(c)2007爱思唯尔有限公司保留所有权利。
The enantiodifferentiating [4+4] photocyclodimerization of anthracenecarboxylic acid (AC) mediated by native, monoand di-3,6-anhydro-7-cyclodextrins was investigated in both aqueous solution and solid-state. The solid-state photolyses gave inherently disfavored head-to-head photodimers in much higher chemical and optical yields than in the aqueous solution. (c) 2007 Elsevier Ltd. All rights reserved.