An organoantimony nitrate complex with azastibocine framework as water tolerant Lewis acid catalyst for the synthesis of 1,2‐disubstitued benzimidazoles,Applied Organometallic Chemistry

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An organoantimony nitrate complex with azastibocine framework as water tolerant Lewis acid catalyst for the synthesis of 1,2‐disubstitued benzimidazoles
Applied Organometallic Chemistry ( IF 3.7 ) Pub Date : 2020-07-29 , DOI: 10.1002/aoc.5881
Cong Zhou ₁ , Jian Lei _{1,

2,

3} , Yongping Liu ₂ , Chak‐Tong Au ₄ , Yi Chen ₂ , Shuang‐Feng Yin ₁

Affiliation

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.

中文翻译：

具有氮杂stibocine框架的有机硝酸硝酸盐配合物，作为耐水的路易斯酸催化剂，用于合成1,2-取代的苯并咪唑

合成了一种新型的6-环己基-6,7-二氢二苯并[ c，f ] [ 1,5 ]氮杂阿司匹林-12（5H）-硝酸硝酸根（2）的有机锑配合物，并通过NMR光谱，TG- DSC和X射线衍射。结果发现，复合2只表现出相对强的路易斯酸性（3.3 <何≤4.8），并且可以用作用于从醛和arylenediamines开始合成有价值的苯并咪唑衍生物的合成中的水耐受性路易斯酸催化剂。该催化体系对各种官能团（例如甲基，甲氧基，氟，氯，溴，硝基，氰基，三氟甲基，1-萘醛，糠醛和n-丁基，再加上5倍规模的合成的简便可重复使用性。

更新日期：2020-09-14

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