Diastereoselective photocyclization of a photochromic diarylethene having a benzo[b]phosphole P-oxide group
Diastereoselective photocyclization of a photochromic diarylethene having a benzo[b]phosphole P-oxide group
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DOI：
10.1016/j.dyepig.2016.10.010
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发表时间：
2017-02
影响因子：
4.5
通讯作者：
T. Ichikawa;M. Morimoto;M. Irie
中科院分区：
文献类型：
--
作者：
T. Ichikawa;M. Morimoto;M. Irie
在芳基部分具有手性苯并[B]磷杂环戊烯P-氧化物的光致变色二芳基乙烯衍生物1在用紫外（UV）光照射时在乙腈中进行非对映选择性光环化反应。发现非对映体过量（d.e.）值的变化取决于从开环异构体到闭环异构体的转化率以及照射波长。这归因于闭环异构体的非对映异构体的光环化量子产率的差异。由于苯并[B]磷杂环戊烯P-氧化物基团的空间效应，开环异构体的光反应性构象的高人口，二芳基乙烯表现出高的光环化量子产率。
A photochromic diarylethene derivative1having a chiral benzo[b]phospholeP-oxide at the aryl moiety underwent a diastereoselective photocyclization reaction in acetonitrile upon irradiation with ultraviolet (UV) light. It was found that the diastereomeric excess (d.e.) value changes depending on the conversion ratio from the open- to closed-ring isomer as well as the irradiation wavelength. This is attributed to the difference in the photocycloreversion quantum yields of diastereomers of the closed-ring isomer. The diarylethene showed a high photocyclization quantum yield owing to a high population of photoreactive conformers of the open-ring isomer by the steric effect of the benzo[b]phospholeP-oxide group.