Synthesis of Indolo[3,2-b]carbazole-Based Boron Complexes with Tunable Photophysical and Electrochemical Properties
Author(s) -
Soumyaditya Mula,
Nicolas Leclerc,
P. Lévêque,
Pascal Retailleau,
Gilles Ulrich
Publication year - 2018
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.8b01948
Subject(s) - carbazole , pyridine , electrochemistry , conjugated system , photochemistry , pyrazine , absorption (acoustics) , fluorescence , homo/lumo , chromophore , boron , materials science , absorption spectroscopy , chemistry , combinatorial chemistry , molecule , organic chemistry , polymer , electrode , physics , quantum mechanics , composite material
New synthetic strategies were developed for the synthesis of indolo-pyridine boron difluoride (IPBD) dyes and antiladder-type π-conjugated dyes based on the pyridine/pyrazine-indolocarbazole (ICZ) structures. The photophysical and electrochemical properties of the dyes were measured in solution, solid state, and thin films and rationalized by theoretical calculations. Interestingly, these properties of the dyes can be tuned in a wide range using the developed chemical route. For example, the absorption range and fluorescence color of the dyes in solution and solid state and the HOMO-LUMO energy gaps were tuned by structure modulations. The absorption properties of those new boron complexes cover most of the UV-visible-NIR spectrum. Therefore, this appealing tunability feature makes these new types of dyes very promising candidates for their further use in functional material development.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom