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Correlating the Structural and Photophysical Properties of Ortho , Meta , and Para ‐Carboranyl–Anthracene Dyads
Author(s) -
Marsh Adam V.,
Dyson Matthew J.,
Cheetham Nathan J.,
Bidwell Matthew,
Little Mark,
White Andrew J. P.,
Warriner Colin N.,
Swain Anthony C.,
McCulloch Iain,
Stavrinou Paul N.,
Meskers Stefan C. J.,
Heeney Martin
Publication year - 2020
Publication title -
advanced electronic materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.25
H-Index - 56
ISSN - 2199-160X
DOI - 10.1002/aelm.202000312
Subject(s) - anthracene , moiety , intramolecular force , carborane , photochemistry , acceptor , excited state , materials science , molecule , photoluminescence , chemistry , stereochemistry , organic chemistry , atomic physics , physics , optoelectronics , condensed matter physics
The role of the carborane isomer is investigated on the structural and photophysical properties of molecules comprising a carborane cluster and a conjugated organic moiety is investigated by synthesizing isomeric o ‐, m ‐, and p ‐carboranyl‐anthracene donor–acceptor dyads. While appending a carborane leads to emission from a low energy intramolecular charge transfer state for the o ‐isomer, as well as emission from an excited state localized on the anthracene, this is not the case for the m ‐ and p ‐carborane derivatives. This difference is attributed to a lower electron affinity for the latter two isomers. However, adding both m ‐ and p ‐ deforms the aromatic backbone and increases its structural rigidity, reducing non‐radiative decay pathways and hence enhancing photoluminescence quantum efficiency relative to anthracene.