Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones

Twelve OCO bisacetamide ligands 4aa-4dc were synthesized after condensation of isophenylenediamines 1a-1d and anhydride/acyl chlorides. The corresponding Pd(II)–OCO–H(5aa-5ac), Pd(II)–OCO–Me(5ba-5bc), Pd(II)–OCO–OMe(5ca-5 cc), Pd(II)–OCO–NO2(5da-5dc) pincer complexes were prepared via C-H activation...

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Published in:Journal of Saudi Chemical Society
Main Authors: Wang Kai, Hua Qian, Dabin Liu, Zhiwen Ye
Format: Article
Language:English
Published: Springer 2019-03-01
Online Access:http://www.sciencedirect.com/science/article/pii/S131961031830084X
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author Wang Kai
Hua Qian
Dabin Liu
Zhiwen Ye
author_facet Wang Kai
Hua Qian
Dabin Liu
Zhiwen Ye
author_sort Wang Kai
collection DOAJ
container_title Journal of Saudi Chemical Society
description Twelve OCO bisacetamide ligands 4aa-4dc were synthesized after condensation of isophenylenediamines 1a-1d and anhydride/acyl chlorides. The corresponding Pd(II)–OCO–H(5aa-5ac), Pd(II)–OCO–Me(5ba-5bc), Pd(II)–OCO–OMe(5ca-5 cc), Pd(II)–OCO–NO2(5da-5dc) pincer complexes were prepared via C-H activation of precursors and Pd(OAc)2, and characterized by IR, 1H NMR, 13C NMR and elemental analysis. The α-arylation of ketones and aryl bromides catalyzed by 5 under low catalyst loadings (0.1 mol%) show that 5da exhibits the highest catalytic activity, resulting in a 98% isolated yield. Keywords: α-Arylation, Ketones, Aryl halides, Pd-pincer complexes, Catalysis
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spelling doaj-cab45a83affe4492897e8a595d93bdc22025-11-02T21:46:18ZengSpringerJournal of Saudi Chemical Society1319-61032019-03-0123327428310.1016/j.jscs.2018.07.004Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketonesWang Kai0Hua Qian1Dabin Liu2Zhiwen Ye3School of Chemical Engineering, Nanjing University of Science and Technology, Jiangsu, Nanjing 210094, ChinaSchool of Chemical Engineering, Nanjing University of Science and Technology, Jiangsu, Nanjing 210094, China; Corresponding author.School of Chemical Engineering, Nanjing University of Science and Technology, Jiangsu, Nanjing 210094, ChinaSchool of Chemical Engineering, Nanjing University of Science and Technology, Jiangsu, Nanjing 210094, ChinaTwelve OCO bisacetamide ligands 4aa-4dc were synthesized after condensation of isophenylenediamines 1a-1d and anhydride/acyl chlorides. The corresponding Pd(II)–OCO–H(5aa-5ac), Pd(II)–OCO–Me(5ba-5bc), Pd(II)–OCO–OMe(5ca-5 cc), Pd(II)–OCO–NO2(5da-5dc) pincer complexes were prepared via C-H activation of precursors and Pd(OAc)2, and characterized by IR, 1H NMR, 13C NMR and elemental analysis. The α-arylation of ketones and aryl bromides catalyzed by 5 under low catalyst loadings (0.1 mol%) show that 5da exhibits the highest catalytic activity, resulting in a 98% isolated yield. Keywords: α-Arylation, Ketones, Aryl halides, Pd-pincer complexes, Catalysishttp://www.sciencedirect.com/science/article/pii/S131961031830084X
spellingShingle Wang Kai
Hua Qian
Dabin Liu
Zhiwen Ye
Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones
title Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones
title_full Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones
title_fullStr Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones
title_full_unstemmed Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones
title_short Design and synthesis of palladium (II) OCO pincer type complexes and their catalytic role towards the α-arylation of ketones
title_sort design and synthesis of palladium ii oco pincer type complexes and their catalytic role towards the α arylation of ketones
url http://www.sciencedirect.com/science/article/pii/S131961031830084X
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