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Catalyst‐ and Template‐Free Ultrafast Visible‐Light‐Triggered Dimerization of Vinylpyridine‐Functionalized Tetraarylaminoborane: Intriguing Deep‐Blue Delayed Fluorescence
Author(s) -
Neena Kalluvettukuzhy K.,
Sudhakar Pagidi,
Thilagar Pakkirisamy
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201811353
Subject(s) - photochemistry , fluorescence , cycloaddition , monomer , regioselectivity , luminescence , catalysis , pyridine , chemistry , materials science , polymer , organic chemistry , optoelectronics , physics , quantum mechanics
A photoredox‐catalyst‐ and template‐free sunlight‐induced molecular dimerization of a vinylpyridine‐functionalized tetraarylaminoborane (TAAB) has been accomplished for the first time. The reaction is quantitative, highly regioselective, and thermally irreversible. The presence of the propeller‐shaped TAAB framework allows selective photodimerization of one of the two vinyl pyridine units. Monomer 1 and photodimer 2 exhibit distinct photophysical properties with delayed fluorescence (DF) both in solution and the solid state, which was confirmed by steady‐state and time‐resolved luminescence studies. Quantum mechanical calculations were performed to support the experimental observations. Our new approach using [2+2] cycloaddition chemistry paves the way for the development of highly sought‐after deep‐blue DF materials.