Preparation of a Highly Congested Carbazoyl-Derived P,N-Type Phosphine Ligand for Acetone Monoarylations

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review

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Author(s)

Detail(s)

Original languageEnglish
Pages (from-to)1553-1558
Number of pages6
Journal / PublicationOrganometallics
Volume35
Issue number10
Online published31 Mar 2016
Publication statusPublished - 23 May 2016
Externally publishedYes

Abstract

We report a newly developed carbazoyl-derived P,N-type phosphine ligand (L1) for the monoarylation of acetone with aryl chlorides. The proposed Pd(dba)2/L1 catalyst exhibited remarkable catalytic reactivity toward highly electron rich and sterically congested aryl chlorides, with catalyst loading as low as 0.1 mol % of Pd along with excellent chemoselectivity. A reaction rate study of the system using electronically diverse aryl chlorides determined the mechanisms regarding the rate-limiting steps in this reaction. The oxidative addition adduct of Pd-PhenCar-Phos with p-chlorotoluene showed the participation of N–Pd coordination in the metal complex. The isolated palladium complex C1 could be utilized as a precatalyst in the transformation and achieved performance comparable to that of the in situ generated palladium species. © 2016 American Chemical Society

Citation Format(s)

Preparation of a Highly Congested Carbazoyl-Derived P,N-Type Phosphine Ligand for Acetone Monoarylations. / Fu, Wai Chung; Zhou, Zhongyuan; Kwong, Fuk Yee.
In: Organometallics, Vol. 35, No. 10, 23.05.2016, p. 1553-1558.

Research output: Journal Publications and ReviewsRGC 21 - Publication in refereed journalpeer-review