Chiral helicenoid diarylethene with highly diastereoselective photocyclization.

Chiral helicenoid diarylethene with highly diastereoselective photocyclization.
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DOI:
10.1021/jo062022v
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发表时间:
2007-02
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Yutaka Tani;T. Ubukata;Y. Yokoyama;Y. Yokoyama
Yutaka Tani;T. Ubukata;Y. Yokoyama;Y. Yokoyama
中科院分区:
其他
文献类型:
--
作者:
Yutaka Tani;T. Ubukata;Y. Yokoyama;Y. Yokoyama

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对映体选择性地合成了一种新型光致变色螺烯二芳基乙烯(R)-1-[1-(1-methoxymethoxyethyl)-2-naphtho[2,1-b]thienyl]-2-(2,4,5-trimethyl-3-thienyl)hexafluorocyclopentene。在乙酸乙酯的紫外光照射下,633 nm处的比旋光值发生了较大的变化(950度),并发生了高度的非对映选择性光环化反应(90%)。
A novel photochromic helicenoid diarylethene (R)-1-[1-(1-methoxymethoxyethyl)-2-naphtho[2,1-b]thienyl]-2-(2,4,5-trimethyl-3-thienyl)hexafluorocyclopentene was synthesized enantioselectively. It showed highly diastereoselective photocyclization (90% de) and a large change (950 degrees) in the specific optical rotation value at 633 nm upon UV light irradiation in ethyl acetate.