X-Shaped Cyclobutane-Linked Tetraporphyrins through a Thermal [2+2] Cycloaddition of Etheno-Fused Diporphyrins

作者:Nagai Tomohiro; Takiguchi Asahi; Ueda Masayuki; Oda Kazuma; Hiroto Satoru; Shinokubo Hiroshi*
来源:Journal of the American Chemical Society, 2018, 140(27): 8392-8395.
DOI:10.1021/jacs.8b04673

摘要

A nickel-mediated tandem double cyclization of ethynylene-linked dibromodiporphyrins afforded highly reactive etheno-fused diporphyrins, which undergo a thermal [2+2] cycloaddition at the fused C-C double bond to afford the cyclobutane moiety in X-shaped cyclobutane-linked tetraporphyrins. During the reaction of a Zn(II) complex precursor, the initial double cyclization product was converted into the diketodiporphyrin, which exhibits red chemiluminescence under ambient conditions.

  • 出版日期2018-7-11