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Synthesis and Optical Properties of Novel Fluorescence‐Traced Benzimidazolium Bromides
Author(s) -
Shi Hong,
Wu Tao,
Jiang Peng,
Jin Xiaodong,
Zhu Hongjun
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1819
Subject(s) - chemistry , acetonitrile , fluorescence , aryl , bromide , alkylation , aqueous solution , photochemistry , elemental analysis , proton nmr , polymer chemistry , organic chemistry , alkyl , physics , quantum mechanics , catalysis
Seven novel fluorescence‐traced 1‐aryl‐2‐substituted‐3‐allyl‐1 H ‐benzimidazolium bromides ( 5a , 5b , 5c , 5d , 5e , 5f , 5g ) were synthesized by alkylation and quaternization of compounds 1‐aryl‐2‐substituted‐1 H ‐benzimidazoles ( 4a , 4b , 4c , 4d , 4e , 4f , 4g ) with excess allyl bromide in acetonitrile at refluxing temperature. Their structures were characterized by 1 H‐NMR, MS, and elemental analysis. They emit violet‐blue light (λ Em max = 386–438 nm) with fluorescence quantum yields of 0.54 to 0.75 in aqueous solution.