Photochemical cis/trans isomerization of a stilbazolium betaine. A protolytic/photochemical reaction cycle
Photochemical cis/trans isomerization of a stilbazolium betaine. A protolytic/photochemical reaction cycle
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芪唑甜菜碱的光化学顺式/反式异构化。
DOI：
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发表时间：
1978
期刊：
影响因子：
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通讯作者：
H. Kramer
中科院分区：
文献类型：
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作者：
U. Steiner;M. Abdel;P. Fischer;H. Kramer
报道了芪甜菜碱（M）的光化学和热顺/反异构化。由反式构型的合成获得的M不能直接异构化，而只能通过O-质子化形式MHn，，产生顺式异构体MH2（结构由1H NMR确定），其可以去质子化为顺式甜菜碱。M，i，表示这类化合物中顺式异构体的第一个实例。虽然在水溶液中相当稳定，但M，i，可以通过热或光化学完全还原为反式异构体。序列M，s MH：，F! MH;组成一个完整的分子反应循环，该循环可以用作例如在生物系统中存储信息和随后再生信息载体的化学模型。
Photochemical and thermal cis/trans isomerization is reported for a stilbazolium betaine (M). Obtained from syn- thesis in the trans configuration, M cannot be isomerized directly but only via the 0-protonated form MHn,,, yields the cis isomer MH& (structure established by IH NMR) which can be deprotonated to the cis betaine. M,i, represents the first example of a cis isomer in this class of compounds. Though fairly stable in aqueous solution, M,i, can be fully reverted to the trans isomer either thermally or photochemically. The sequence M,,,,, s MH:,,, F! MH;, ~i M,i, - M,,,,, constitutes a complete molecular reaction cycle which may serve as a chemical model for the storage of information and subsequent regeneration of the information carrier, for instance, in biological systems.