Topochemistry. Part XXIII. The solid-state photochemistry at 25° of some muconic acid derivatives
Topochemistry. Part XXIII. The solid-state photochemistry at 25° of some muconic acid derivatives
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拓扑化学。第 XXIII 部分。一些粘康酸衍生物在 25° 下的固态光化学。
DOI：
10.1039/j29670000312
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发表时间：
1967
期刊：
影响因子：
--
通讯作者：
G. Schmidt
中科院分区：
文献类型：
--
作者：
M. Lahav;G. Schmidt
反式，反式-粘康酸、其单甲酯和顺式，顺式-异构体，所有这些都在最短轴为4 A的晶胞中结晶，在λ > 290 mµ的照射下以固态反应。在室温下，所有的乙烯基取代的环丁烷的对称性m，其配置复制的几何形状的单体分子在连接的环取代基和乙烯基侧链的配置。全反式酸及其单甲酯除了二聚体外，还产生不同量的低聚物，根据光谱证据，这些低聚物是由丁二烯链的1，4-和1，2-加成形成的。反式、反式粘康酸二甲酯在4 A细胞中不会结晶，在25°下对λ > 290 mµ保持稳定。
trans,trans-Muconic acid, its monomethyl ester, and cis,cis-isomer, all of which crystallise in cells with shortest axes of 4 A, react in the solid state on irradiation with λ > 290 mµ. At room temperature all give vinyl-substituted cyclobutanes of symmetry m, the configuration of which reproduces the geometry of the monomer molecules both in the attachment of the ring substituents and in the configuration of the vinyl side-chain. The all-trans-acid and its monomethyl ester give, in addition to dimers, various amounts of oligomers which, according to the spectroscopic evidence, are formed by both 1,4- and 1,2-addition of the butadiene chains. Dimethyl trans,trans-muconate, which does not crystallise in a 4 A cell, is stable to λ > 290 mµ at 25°.