Cyclic Azobenzene-BODIPY Hybrids

Chemistry. 2024 Jan 26;30(6):e202303193. doi: 10.1002/chem.202303193. Epub 2023 Dec 8.

Abstract

Cyclic azobenzene-BODIPY hybrids were synthesized via cyclization by 1) acid-catalysed condensation of azobenzene-bridged dipyrroles with 3,5-di-tert-butylbenzaldehyde, 2) oxidation with DDQ, and 3) metalation with BF3 ⋅ Et2 O. The structures of many cyclic hybrids have been confirmed by single crystal X-ray analysis. The absorption spectra of the hybrids reveal the effective cyclic conjugation. The ultrafast measurements reveal that the photoexcited decays of these cyclic hybrids depend upon the ring size and connectivity.

Keywords: BODIPY; azobenzene; cyclic compound; synthesis; transient absorption.