A benzo[c]carbazolyl-based phosphine ligand for Pd-catalyzed tetra-ortho-substituted biaryl syntheses

Wai Chung Fu; Zhongyuan Zhou; Fuk Yee Kwong

doi:10.1039/C5QO00400D

A benzo[c]carbazolyl-based phosphine ligand for Pd-catalyzed tetra-ortho-substituted biaryl syntheses

Wai Chung Fu, Zhongyuan Zhou, Fuk Yee Kwong^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

23 Citations (Scopus)

Abstract

A new benzo[c]carbazolyl-based phosphine ligand has been designed and synthesized. This newly developed ligand efficiently facilitates the Pd-catalyzed tetra-ortho-substituted biaryl syntheses via Suzuki–Miyaura cross-coupling. With 1 mol% of the Pd(OAc)₂/L6 catalyst, sterically congested biaryls were afforded in good-to-excellent yields. In particular, the mild reaction conditions exhibited good compatibility of heterocycles and functional groups including esters and nitrile. L6 was structurally characterized by X-ray crystallographic analysis. © the Partner Organisations 2016

Original language	English
Pages (from-to)	273-276
Number of pages	4
Journal	Organic Chemistry Frontiers
Volume	3
Issue number	2
Online published	28 Dec 2015
DOIs	https://doi.org/10.1039/C5QO00400D
Publication status	Published - 1 Feb 2016
Externally published	Yes

Funding

We thank the Research Grants Council of Hong Kong (CRF: C5023-14G), the General Research Fund (PolyU 153008/14P), and the State Key Laboratory of Chirosciences for financial support. Grateful for the Equipment Grant (PolyU11/CRF/13E) for X-ray crystallographic analysis.

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AB - A new benzo[c]carbazolyl-based phosphine ligand has been designed and synthesized. This newly developed ligand efficiently facilitates the Pd-catalyzed tetra-ortho-substituted biaryl syntheses via Suzuki–Miyaura cross-coupling. With 1 mol% of the Pd(OAc)2/L6 catalyst, sterically congested biaryls were afforded in good-to-excellent yields. In particular, the mild reaction conditions exhibited good compatibility of heterocycles and functional groups including esters and nitrile. L6 was structurally characterized by X-ray crystallographic analysis. © the Partner Organisations 2016

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M3 - RGC 21 - Publication in refereed journal

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EP - 276

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

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A benzo[c]carbazolyl-based phosphine ligand for Pd-catalyzed tetra-ortho-substituted biaryl syntheses

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