Photochemical Studies on Benzonorbornene Derivatives: Medium Effects and Asymmetric Induction

Photochemical Studies on Benzonorbornene Derivatives: Medium Effects and Asymmetric Induction
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苯降冰片烯衍生物的光化学研究:介质效应和不对称诱导

DOI:
10.2174/157017809787003098
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发表时间:
2009
影响因子:
0.8
通讯作者:
Yang, Chao
Yang, Chao
中科院分区:
化学4区
文献类型:
--
作者:
Li, Bing;Zhang, Xiao;Chen, Qian;Gou, Baoquan;Xia, Wujiong;Yang, Chao

文献摘要

相似文献

研究了苯并冰片烯衍生物在固体和溶液中的光化学行为。在乙腈溶液中,苯并冰片烯衍生物发生了Norrish II类反应,环化产物和裂解产物的比例为1:1,而在固态中,得到了唯一的环化产物。用X-射线结晶学对产物的立体化学结构进行了鉴定。通过使用不对称合成的固态离子手性辅助方法可以实现高达97%的对映体过量。
The photochemical behaviors of benzonorbornene derivatives were investigated in the solid state as well as in the solution. In acetonitrile solution, benzonorbornene derivatives underwent the Norrish type II reaction affording a ratio of 1:1 of cyclization and cleavage products, whereas in the solid state, the sole cyclization product was obtained. The stereochemistry of the photoproducts was identified by the X-ray crystallography. Enantiomeric excesses of up to 97% can be achieved through the use of the solid-state ionic chiral auxiliary method of asymmetric synthesis.