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Visible‐Light‐Induced Di‐π‐Methane Rearrangement of Dibenzobarrelene Derivatives
Author(s) -
Schlosser Julika,
Cibulka Radek,
Groß Philipp,
Ihmels Heiko,
Mohrschladt Christian J.
Publication year - 2020
Publication title -
chemphotochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.13
H-Index - 18
ISSN - 2367-0932
DOI - 10.1002/cptc.201900221
Subject(s) - methane , photochemistry , chemistry , catalysis , visible spectrum , medicinal chemistry , materials science , organic chemistry , optoelectronics
It is demonstrated that the di‐π‐methane (DPM) rearrangement of carbonyl‐substituted dibenzobarrelene (9,10‐dihydro‐9,10‐ethenoanthracene) derivatives is induced by visible‐light‐induced triplet photosensitization with Ir(ppy) 3 , Ir(dFppy) 3 or 1‐butyl‐7,8‐dimethoxy‐3‐methylalloxazine as catalysts, whereas derivatives that lack carbonyl substituents are photoinert under these conditions. Notably, the products are formed almost quantitatively.