Issue 40, 2013
From the journal:

RSC Advances

Simple, efficient and reusable Pd–NHC catalysts for hydroamination†

Qian Chen,a   Lanlan Lv,a   Meng Yu,a   Yanhui Shi,*a   Yuling Li,a   Guangsheng Pangb  and  Changsheng Cao*a  

* Corresponding authors

a School of Chemistry and Chemical Engineering and Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou, Jiangsu 221116, PR China
E-mail: yhshi@jsnu.edu.cn
Fax: (+86)516 8350 0349
Tel: (+86)516 8350 0349

b State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, Jilin University, Changchun, Jilin 130012, PR China

Abstract

A series of chelating NHC–palladium complexes with different alkane-bridges of the type Pd[NHC–(CH2)n–NHC]X2 (X = Br or Cl, n = 2–4) were synthesized, where NHC is a triazolyl-N-heterocyclic carbene donor ligand. The bromide complexes with n = 2 and 3 were characterized by X-ray crystallography. The effects of the length of the bridge and halide ligand on the catalytic reactivity in the hydroamination reaction were investigated. The best catalytic performance was observed with the propylene-bridged Pd–NHC bromide complex 2. The hydroamination of phenylacetylene or 4-methylphenylacetylene with various substituted anilines catalyzed by 2 yielded only Markovnikov addition products in good yield. Interestingly, this homogenous catalyst can be reused three times without significant loss in activity.

Graphical abstract: Simple, efficient and reusable Pd–NHC catalysts for hydroamination

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Article information

DOI
https://doi.org/10.1039/C3RA42990C
Article type
Paper
Submitted
14 Jun 2013
Accepted
22 Jul 2013
First published
28 Aug 2013

RSC Adv., 2013,3, 18359-18366

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Simple, efficient and reusable Pd–NHC catalysts for hydroamination

Q. Chen, L. Lv, M. Yu, Y. Shi, Y. Li, G. Pang and C. Cao, RSC Adv., 2013, 3, 18359 DOI: 10.1039/C3RA42990C

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