Photolysis of tris(4-tert-butoxycarbonyloxyphenyl) sulphonium salts. A mechanistic study
作者:Reinhold Schwalm、Ruth Bug、Guang-Song Dai、Peter M. Fritz、Michael Reinhardt、Siegfried Schneider、Wolfram Schnabel
DOI:10.1039/p29910001803
日期:——
CF3SO3– or AsF6–) were irradiated with UV light in acetonitrile or dimethyl sulphoxide solution. Product analysis by ion pair chromatography (IPC), 1H NMR measurements and IR spectroscopy revealed that simultaneously bis(4-tert-butoxycarbonyloxyphenyl) sulphide, Ar2S, and a protonic acid (CF3SO3H or HAsF6) were formed. The latter catalyses the decomposition of the tert-butylcarbonate groups in the absence
用紫外线在乙腈或二甲基亚砜溶液中辐照结构为Ar 3 S + X –(X –:CF 3 SO 3 –或AsF 6 –)的三(4-叔丁氧基羰基氧基苯基))盐。通过离子对色谱(IPC),1 H NMR测量和红外光谱进行的产物分析表明,同时形成了双(4-叔丁氧基羰基氧基苯基)硫化物,Ar 2 S和质子酸(CF 3 SO 3 H或HAsF 6)。 。后者催化了在室温下在无水的情况下碳酸叔丁酯基团。在水的存在下,酸解离,从而形成H 3 O +离子,仅在升高的温度(T > 70°C)时才明显催化分解。因此,在无水条件下形成的光解产物除了(4-HO–C 6 H 4)2 S以外,还基本上由离子的盐混合物组成:Ar 2(4-HO–C 6 H 4)S +,Ar(4-HO–C 6 H 4)2 S +和(4-HO–C 6 H 4)3 S +。除了这些产品,(卜吨OCO 2 -C 6 H ^ 4)2 S和当在水的存在