jo9b03465_si_001.pdf (22.12 MB)
Synthesis of Hangman Chlorins
journal contribution
posted on 2020-03-12, 19:43 authored by Mengran Liu, Dilek K. Dogutan, Daniel G. NoceraTwo complementary rational synthetic
routes have been developed
in order to synthesize hangman chlorins, which differ with regard
to the order of the installation (pre- and post-formation of the chlorin
macrocycle) and position of the xanthene backbone about the chlorin
periphery. The versatility of the synthetic method is demonstrated
with the preparation of ten new hangman chlorins bearing a xanthene
backbone and a pendant carboxylic acid. Cyclic voltammograms of hangman
chlorins exhibit a hangman effect derived from intermolecular proton
transfer. This hangman effect is manifested in catalytic hydrogen
evolution production.