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Published on: March 19, 2017
C31-Selective substitution of cationic N-heteroaromatic groups into a 3-vinylated chlorophyll-a derivative
Tatsuya Takahashi1, Shin Ogasawara, Shihoko Echizen
1Graduate School of Life Sciences, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan. tamiaki@fc.ritsumei.ac.jp.
Abstract:
A variety of N-containing heteroarenes were site-selectively introduced at the C31-position of a chlorophyll-a derivative possessing a 3-vinyl group through a C-N+ bond via oxidative reactions using iodine in the presence of a silver(i) salt. Electron-rich N-heteroarenes were effectively substituted, while electron-withdrawing or bulky nitrogen-neighboring substituents suppressed the reactivities. The cationic products formed were characterized by 1D/2D NMR, and their optical properties were also investigated.
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