pKa switching induced by the change in the π-conjugated system based on photochromism

pKa switching induced by the change in the π-conjugated system based on photochromism
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DOI:
10.1002/chem.200501292
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发表时间:
2006-05-24
影响因子:
4.3
通讯作者:
Irie, Masahiro
Irie, Masahiro
中科院分区:
化学2区
文献类型:
--
作者:
Odo, Yuka;Matsuda, Kenji;Irie, Masahiro

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设计并合成了两种含有2,5-二芳基-3-噻吩基的二芳基乙烯衍生物1a和2a。这些化合物的 pK(a) 值在光照射下发生变化。它们在π共轭链的每一端具有作为质子源的苯酚基团和作为受体单元的吡啶鎓基团。环化/环化回复反应可用于控制质子源和受体之间的π共轭链的长度。 π 共轭链长度的变化引起 pK(a) 切换。
Two diarylethene derivatives 1a and 2a containing a 2,5-diaryl-3-thienyl group have been designed and synthesized. The pK(a) values of these compounds change upon photoirradiation. They have a phenol group as a proton source and a pyridinium group as an acceptor unit at each end of the pi-conjugated chain. The cyclization/cycloreversion reactions can be used to control the length of the pi-conjugated chain between the proton source and the acceptor. The change in the pi-conjugated chain length caused the pK(a)-switching.