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- Title
An organoantimony nitrate complex with azastibocine framework as water tolerant Lewis acid catalyst for the synthesis of 1,2‐disubstitued benzimidazoles.
- Authors
Zhou, Cong; Lei, Jian; Liu, Yongping; Au, Chak‐Tong; Chen, Yi; Yin, Shuang‐Feng
- Abstract
A novel organoantimony complex of 6‐cyclohexyl‐6,7‐dihydrodibenzo[c,f] [1,5]azastibocin‐12(5H)‐yl nitrate (2) was synthesized and systematically characterized by techniques such as NMR spectra, TG‐DSC, and X‐ray diffraction. It was found that the complex 2 exhibits relatively strong Lewis acidity (3.3 < Ho ≤ 4.8) and could be employed as a water tolerant Lewis acid catalyst for the synthesis of synthetically valuable benzimidazole derivatives starting from aldehydes and arylenediamines. This catalytic system shows excellent tolerance toward a wide variety of functional groups, such as methyl, methoxyl, fluoro, chloro, bromo, nitro, cyan, trifluoromethyl, 1‐naphthaldehyde, furfural and n‐butyl, together with facile reusability in 5 times scale enlarged synthesis.
- Subjects
LEWIS acids; ACID catalysts; CATALYST synthesis; LEWIS acidity; FURFURAL; BENZIMIDAZOLES; BENZIMIDAZOLE derivatives
- Publication
Applied Organometallic Chemistry, 2020, Vol 34, Issue 10, p1
- ISSN
0268-2605
- Publication type
Article
- DOI
10.1002/aoc.5881