Synthesis and structural characterization of unsymmetrical Schiff base 2-(1-(2-aminophenylimino)ethyl)phenol (LH3) and its Pd(II) complex [Pd3(LH)3]: catalysis of Suzuki–Miyaura cross-coupling reaction

IF 1.7 4区化学 Q3 Chemistry

Journal of Chemical Sciences Pub Date : 2023-04-03 DOI:10.1007/s12039-023-02142-9

Uday Chand Mandal, Arnab Chatterjee, Taraknath Chattopadhyay, Aparajita Mukherjee, Rajarshi Ghosh

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Abstract

An unsymmetrical Schiff base 2-(1-(2-aminophenylimino)ethyl)phenol (LH₃) and its trinuclear Pd(II) complex [Pd^II₃(LH)₃] (1) were successfully synthesized and X-ray crystallographically characterized. 1 effectively catalyzed Suzuki-Miyaura coupling on reaction between each of bromobenzene and substituted bromobenzenes with phenylboronic acid resulting biphenyl and substituted biphenyls, respectively. The catalyzed products were characterized gas chromatographically.

Graphical abstract

An unsymmetrical Schiff base 2-(1-(2-aminophenylimino)ethyl)phenol (LH₃) and its trinuclear Pd(II) complex [Pd^II₃(LH)₃] (1) were synthesized, and characterized both spectroscopically and X-ray crystallographically. LH₃ and 1 were found to had Cc and P-1 space groups with monoclinic and triclinic crystal systems. 1 was found to catalyze Suzuki-Miyaura cross coupling reactions to produce biphenyl and p-nitrobipheenyl from respective bromobenzene and p-nitrobromobenzene.

Abstract Image

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不对称席夫碱 2-(1-(2-氨基苯基亚氨基)乙基)苯酚 (LH3) 及其钯 (II) 复合物 [Pd3(LH)3] 的合成与结构表征：催化铃木-宫浦交叉偶联反应

成功合成了非对称席夫碱 2-(1-(2-氨基苯基亚氨基)乙基)苯酚（LH3）及其三核钯(II)配合物[PdII3(LH)3]（1），并对其进行了 X 射线晶体学表征。1 有效地催化了溴苯和取代溴苯分别与苯硼酸反应生成联苯和取代联苯的铃木-宫浦偶联反应。合成了一种不对称席夫碱 2-(1-(2-氨基苯基亚氨基)乙基)苯酚（LH3）及其三核钯(II)配合物[PdII3(LH)3]（1），并对其进行了光谱学和 X 射线晶体学表征。研究发现 LH3 和 1 具有 Cc 和 P-1 空间群，分别为单斜和三斜晶系。发现 1 能催化铃木-宫浦交叉偶联反应，从各自的溴苯和对硝基溴苯生成联苯和对硝基联苯。

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来源期刊

Journal of Chemical Sciences Chemistry-General Chemistry

CiteScore

2.90

自引率

5.90%

发文量

107

审稿时长

12 months

期刊介绍： Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.