Ono Toshikazu, Koga Daiki, Yoza Kenji, Hisaeda Yoshio
Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Fukuoka 819-0395, Japan.
Chem Commun (Camb). 2017 Nov 14;53(91):12258-12261. doi: 10.1039/c7cc07170a.
Two novel meso-dicycloalkylporphycenes, namely meso-dicyclopentyl- (Cy5Pc) and meso-dicyclohexylporphycenes (Cy6Pc) are synthesized for the first time in porphycene chemistry. We use intermolecular oxidative coupling of 5,6-dicycloalkydipyrroethenes mediated by hypervalent iodine(iii) reagents. The solution fluorescence maxima of Cy5Pc are more than 400 times as intense as that of Cy6Pc. The results suggested that photoluminescence switching is achieved through the ring strain perturbation of the meso-substituted cycloalkyl groups on the porphycene cavity.
首次在二茂卟啉化学中合成了两种新型的中位-二环烷基二茂卟啉，即中位-二环戊基二茂卟啉（Cy5Pc）和中位-二环己基二茂卟啉（Cy6Pc）。我们采用高价碘（III）试剂介导的5,6-二环烷基二吡咯乙烯的分子间氧化偶联反应。Cy5Pc的溶液荧光最大值强度是Cy6Pc的400多倍。结果表明，通过二茂卟啉空腔上中位取代环烷基的环应变扰动实现了光致发光开关。
