C31-Selective substitution of cationic N-heteroaromatic groups into a 3-vinylated chlorophyll-a derivative

• DOI: 10.1039/c9ob00130a
• Publication Date: 2019-03-06T12:55:43Z
• Authors: Tatsuya Takahashi; Shin Ogasawara; Shihoko Echizen; Yoshinao Shinozaki; Hitoshi Tamiaki
• Keywords: Cationic polymerization; Derivative (finance)

A variety of N-containing heteroarenes were site-selectively introduced at the C31-position a chlorophyll-a derivative possessing 3-vinyl group through C-N+ bond via oxidative reactions using iodine in presence silver(i) salt. Electron-rich N-heteroarenes effectively substituted, while electron-withdrawing or bulky nitrogen-neighboring substituents suppressed reactivities. The cationic products formed characterized by 1D/2D NMR, and their optical properties also investigated.