TY - JOUR
T1 - Triarylboranes bearing a benzimidazole or quinoline ring attached to the boron atom
T2 - Synthesis, π-conjugation, and fluorescence
AU - Yoshino, Junro
AU - Kawaguchi, Shusei
AU - Takata, Shinya
AU - Hayashi, Naoto
N1 - Publisher Copyright:
© 2022 The Authors
PY - 2022
Y1 - 2022
N2 - 2-Aryl-6-(dimesitylboryl)-5,7-dimethylbenzimidazoles (1), 2-aryl-5-(dimesitylboryl)-1,4,6-trimethylbenzimidazoles (2), and 2-aryl-6-(dimesitylboryl)-3,5,7-trimethylquinolines (3) were synthesized by imine formation from 4-(dimesitylboryl)-3,5-dimethylaniline (4) and a subsequent intramolecular cyclization reaction affording benzimidazole or quinoline rings. The degree of π-conjugation and fluorescence properties of the obtained triarylboranes were evaluated to develop easily synthesizable fluorescent triarylboranes using imine formation. Compounds 1–3 exhibited blue fluorescence (λem, 389–425 nm) with moderate fluorescence quantum yields (ΦF, 8%–49%) in chloroform.
AB - 2-Aryl-6-(dimesitylboryl)-5,7-dimethylbenzimidazoles (1), 2-aryl-5-(dimesitylboryl)-1,4,6-trimethylbenzimidazoles (2), and 2-aryl-6-(dimesitylboryl)-3,5,7-trimethylquinolines (3) were synthesized by imine formation from 4-(dimesitylboryl)-3,5-dimethylaniline (4) and a subsequent intramolecular cyclization reaction affording benzimidazole or quinoline rings. The degree of π-conjugation and fluorescence properties of the obtained triarylboranes were evaluated to develop easily synthesizable fluorescent triarylboranes using imine formation. Compounds 1–3 exhibited blue fluorescence (λem, 389–425 nm) with moderate fluorescence quantum yields (ΦF, 8%–49%) in chloroform.
KW - Benzimidazole
KW - Fluorescence
KW - Quinoline
KW - Triarylborane
UR - http://www.scopus.com/inward/record.url?scp=85129518824&partnerID=8YFLogxK
U2 - 10.1016/j.rechem.2022.100342
DO - 10.1016/j.rechem.2022.100342
M3 - 学術論文
AN - SCOPUS:85129518824
SN - 2211-7156
VL - 4
JO - Results in Chemistry
JF - Results in Chemistry
M1 - 100342
ER -