Photo retro-Diels-Alder reactions.

Photo retro-Diels-Alder reactions.
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DOI：
10.1021/jp202063m
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发表时间：
2011-06
期刊：
The journal of physical chemistry. A
影响因子：
--
通讯作者：
Valentine K. Johns;Zheng Shi;W. Dang;M. Mcinnis;Y. Weng;Y. Liao
Valentine K. Johns;Zheng Shi;W. Dang;M. Mcinnis;Y. Weng;Y. Liao
中科院分区：
其他
文献类型：
--
作者：
Valentine K. Johns;Zheng Shi;W. Dang;M. Mcinnis;Y. Weng;Y. Liao

文献摘要

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研究了各种Diels-Alder(DA)加合物的光逆Diels-Alder(PrDA)反应。实验结果表明，光反应性(量子产率)取决于双烯组分的供电子能力和亲双烯组分的吸电子能力。通过对反应中间体的捕获、O(2)猝灭、时间分辨吸收和荧光光谱研究了反应机理。所有结果都支持一种机制，该机制涉及由单重态激发态产生的电荷分离中间体。PrDA反应可能会在光响应材料、光刻、药物输送和机理研究中得到应用。
Photo-retro-Diels-Alder (PrDA) reactions of a variety of Diels-Alder (DA) adducts were studied. Experimental results showed that the photoreactivity (quantum yield) depends on the electron-donating ability of the diene component and the electron-withdrawing ability of the dienophile component. The mechanism was studied by trapping the reaction intermediate, O(2) quenching, time-resolved absorption, and fluorescence spectroscopy. All the results support a mechanism that involves a charge-separated intermediate generated from a singlet excited state. The PrDA reaction may find applications in photoresponsive materials, photolithography, drug delivery, and mechanistic research.