A Photobasic Functional Group
A Photobasic Functional Group
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DOI：
10.1021/jacs.5b04367
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发表时间：
2015-08-12
影响因子：
15
通讯作者：
Jewett, John C.
中科院分区：
文献类型：
--
作者：
He, Jie;Kimani, Flora W.;Jewett, John C.
利用光控制化学反应性是有机化学中的一种长期实践，但很少有人对化合物的碱性进行调节。本文报道的是在光异构化时呈现碱性的三氮杂环丁烷。含有水溶性三氮杂环丁烷的水溶液的pH可以用350 nm的光调节。在合成可溶于非质子有机溶剂的三氮杂环丁烷后，我们注意到类似的光诱导碱性变化。作为一个概念的证明，我们把这个光碱，并用它来催化缩合反应。
Controlling chemical reactivity using light is a longstanding practice within organic chemistry, yet little has been done to modulate the basicity of compounds. Reported herein is a triazabutadiene that is rendered basic upon photoisomerization. The pH of an aqueous solution containing the water-soluble triazabutadiene can be adjusted with 350 nm light. Upon synthesizing a triazabutadiene that is soluble in aprotic organic solvents, we noted a similar light-induced change in basicity. As a proof of concept we took this photobase and used it to catalyze a condensation reaction.