Meso-Free Boron(III)subchlorin and Its μ-Oxo Dimer with Interacting Chromophores

Org Lett. 2020 Dec 18;22(24):9735-9739. doi: 10.1021/acs.orglett.0c03813. Epub 2020 Dec 3.

Abstract

Meso-free B(III)subchlorin 1 has been realized exclusively for the first time from meso-ethoxycarbonyl-substituted tripyrrane along with the first subchlorin dimer 2 as its μ-oxo analogue via a facile one-pot approach. The subchlorin is highly stable toward oxidation; hence, it was not contaminated with the corresponding subporphyrin analogue 3. The subchlorin (56%) and its dimer (30%) exhibit singlet oxygen generation ability for the first time. The B-O-B dimer displays strong exciton coupling between the two macrocycles.