Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds

An easy access to a series of previously unreported heterodinuclear Pd-Ln compounds, Pd-bpydc-La, Pd-bpydc-Ce and Pd-bpydc-Nd (bpydc = 2,2′-bipyridine-5,5′-dicarboxylate) has been developed. The Pd-Ln hybrid networks were effectively applied as catalysts in Suzuki–Miyau...

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Main Authors:	Fu Ding, Yanli Li, Pingxuan Yan, Yan Deng, Dongping Wang, Yajing Zhang, Ileana Dragutan, Valerian Dragutan, Kangjun Wang
Format:	Article
Language:	English
Published:	MDPI AG 2018-09-01
Series:	Molecules
Subjects:	heterobimetallic catalysts dinuclear complexes rare-earth metals Suzuki–Miyaura cross-coupling
Online Access:	http://www.mdpi.com/1420-3049/23/10/2435

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spelling	doaj-fc4f4b2d55fe428cbcc1f2fb0a3b8a6e2020-11-25T00:42:14ZengMDPI AGMolecules1420-30492018-09-012310243510.3390/molecules23102435molecules23102435Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln ScaffoldsFu Ding0Yanli Li1Pingxuan Yan2Yan Deng3Dongping Wang4Yajing Zhang5Ileana Dragutan6Valerian Dragutan7Kangjun Wang8Faculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaFaculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaFaculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaFaculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaFaculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaFaculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaInstitute of Organic Chemistry, Romanian Academy, Spl. Independentei 202B, P.O.Box 35-108, 060023 Bucharest, RomaniaInstitute of Organic Chemistry, Romanian Academy, Spl. Independentei 202B, P.O.Box 35-108, 060023 Bucharest, RomaniaFaculty of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang 110142, ChinaAn easy access to a series of previously unreported heterodinuclear Pd-Ln compounds, Pd-bpydc-La, Pd-bpydc-Ce and Pd-bpydc-Nd (bpydc = 2,2′-bipyridine-5,5′-dicarboxylate) has been developed. The Pd-Ln hybrid networks were effectively applied as catalysts in Suzuki–Miyaura C-C cross-coupling reactions of 4-bromoanisole and 4-bromobenzonitrile with phenylboronic acid, under mild conditions. A systematic investigation revealed Pd-bpydc-Nd as the most active catalyst. In all cases, reaction yields varied with the base, catalyst loading and substantially augmented with temperature (from 30 to 60 °C). Substituent effects were operative when changing from 4-bromoanisole to 4-bromobenzonitrile. The key role played by the lanthanides, aromatic substrate and base, in modulating the Pd-catalytic cycle has been highlighted. Importantly, the new catalysts proved to be stable in air and vs. functionalities and are quite efficient in Suzuki–Miyaura carbon-carbon bond formation conducted in protic solvents.http://www.mdpi.com/1420-3049/23/10/2435heterobimetallic catalystsdinuclear complexesrare-earth metalsSuzuki–Miyaura cross-coupling
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Fu Ding Yanli Li Pingxuan Yan Yan Deng Dongping Wang Yajing Zhang Ileana Dragutan Valerian Dragutan Kangjun Wang
spellingShingle	Fu Ding Yanli Li Pingxuan Yan Yan Deng Dongping Wang Yajing Zhang Ileana Dragutan Valerian Dragutan Kangjun Wang Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds Molecules heterobimetallic catalysts dinuclear complexes rare-earth metals Suzuki–Miyaura cross-coupling
author_facet	Fu Ding Yanli Li Pingxuan Yan Yan Deng Dongping Wang Yajing Zhang Ileana Dragutan Valerian Dragutan Kangjun Wang
author_sort	Fu Ding
title	Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
title_short	Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
title_full	Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
title_fullStr	Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
title_full_unstemmed	Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
title_sort	efficient suzuki–miyaura c-c cross-couplings induced by novel heterodinuclear pd-bpydc-ln scaffolds
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2018-09-01
description	An easy access to a series of previously unreported heterodinuclear Pd-Ln compounds, Pd-bpydc-La, Pd-bpydc-Ce and Pd-bpydc-Nd (bpydc = 2,2′-bipyridine-5,5′-dicarboxylate) has been developed. The Pd-Ln hybrid networks were effectively applied as catalysts in Suzuki–Miyaura C-C cross-coupling reactions of 4-bromoanisole and 4-bromobenzonitrile with phenylboronic acid, under mild conditions. A systematic investigation revealed Pd-bpydc-Nd as the most active catalyst. In all cases, reaction yields varied with the base, catalyst loading and substantially augmented with temperature (from 30 to 60 °C). Substituent effects were operative when changing from 4-bromoanisole to 4-bromobenzonitrile. The key role played by the lanthanides, aromatic substrate and base, in modulating the Pd-catalytic cycle has been highlighted. Importantly, the new catalysts proved to be stable in air and vs. functionalities and are quite efficient in Suzuki–Miyaura carbon-carbon bond formation conducted in protic solvents.
topic	heterobimetallic catalysts dinuclear complexes rare-earth metals Suzuki–Miyaura cross-coupling
url	http://www.mdpi.com/1420-3049/23/10/2435
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Efficient Suzuki–Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds

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