Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 15, 2016
Previous Article Next Article

Palladacycles of unsymmetrical (N,C,E) (E = S/Se) pincers based on indole: their synthesis, structure and application in the catalysis of Heck coupling and allylation of aldehydes

Author affiliations

Abstract

Unsymmetrical (N,C,E)-type pincer ligand precursors [L1 and L2: E = S/Se] with an indole core were synthesized for the first time by the condensation of 1-(2-phenylsulfanyl/selenylethyl)-1H-indole-3-carbaldehyde with benzyl amine. The synthetic protocols are easy and give good yields (>85%). L1 and L2 on reaction with sodium tetrachloropalladate(II) in the presence of CH3COONa result in complexes [Pd(L1/L2–H)Cl] (1/2), where they bind in a tridentate (N,C,E) mode. L1 and L2, their aldehyde precursors and Pd(II)-complexes, 1 and 2, have been characterized by 1H, 13C{1H} and 77Se{1H} NMR and HR-MS. Palladium(II) complexes 1 and 2 and precursor aldehydes of L1 and L2 were verified using single crystal X-ray diffraction. The catalytic activities of complexes 1 and 2 were investigated for Heck coupling and allylation of aldehydes. The two reactions require 0.1–0.3 and 1 mol% loading of complexes as catalysts, respectively.

Graphical abstract: Palladacycles of unsymmetrical (N,C−,E) (E = S/Se) pincers based on indole: their synthesis, structure and application in the catalysis of Heck coupling and allylation of aldehydes

Back to tab navigation

Supplementary files

Article information


Submitted
06 Jan 2016
Accepted
25 Feb 2016
First published
25 Feb 2016

Dalton Trans., 2016,45, 6718-6725
Article type
Paper

Palladacycles of unsymmetrical (N,C,E) (E = S/Se) pincers based on indole: their synthesis, structure and application in the catalysis of Heck coupling and allylation of aldehydes

M. P. Singh, F. Saleem, G. K. Rao, S. Kumar, H. Joshi and A. K. Singh, Dalton Trans., 2016, 45, 6718
DOI: 10.1039/C6DT00060F

Social activity

Search articles by author

Spotlight

Advertisements