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Issue 35, 2016
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P,C-Chelation versus P,P-coordination of unsymmetrical phosphorus ylides in palladacyclopropa[60]fullerene complexes; synthetic, spectroscopic, and theoretical studies

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Abstract

The new palladacyclopropa[60]fullerene complexes incorporating α-keto stabilized phosphorus ylides were synthesized in a three-component reaction of the unsymmetrical phosphorus ylides [Ph2P(CH2)nPPh2[double bond, length as m-dash]C(H)C(O)C6H4-m-R] (n = 1, R = Br, NO2, (Y1, Y2); n = 2, R = Br, NO2, (Y3, Y4)), C60 and Pd(dba)2 (dba = dibenzylideneacetone). The obtained novel P,C-chelated [(η2-C60)Pd(κ2-Y1)] (1) and [(η2-C60)Pd(κ2-Y2)] (2) complexes and P,P-coordinated [(η2-C60)Pd(Y3)2] (3) and [(η2-C60)Pd(Y4)2] (4) complexes were characterized successfully by IR, UV-Vis, ESI-MS and NMR (1H, 13C and 31P) spectroscopic methods. Complexes 1–4 are rare examples of palladacyclopropa[60]fullerene complexes with phosphorus ylide ligands. Spectroscopic results revealed that none of possible side products including P,P-coordinated [(η2-C60)Pd(Y1)2] and [(η2-C60)Pd(Y2)2] complexes and also P,C-chelated [(η2-C60)Pd(κ2-Y3)] and [(η2-C60)Pd(κ2-Y4)] complexes are formed. The EDA analysis indicated that in all the above complexes the metal–ligand bonds are mostly electrostatic in nature.

Graphical abstract: P,C-Chelation versus P,P-coordination of unsymmetrical phosphorus ylides in palladacyclopropa[60]fullerene complexes; synthetic, spectroscopic, and theoretical studies

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Supplementary files

Article information


Submitted
12 Jun 2016
Accepted
01 Aug 2016
First published
01 Aug 2016

Dalton Trans., 2016,45, 13899-13906
Article type
Paper

P,C-Chelation versus P,P-coordination of unsymmetrical phosphorus ylides in palladacyclopropa[60]fullerene complexes; synthetic, spectroscopic, and theoretical studies

S. J. Sabounchei, M. Hosseinzadeh, A. Hashemi, S. Salehzadeh and F. Maleki, Dalton Trans., 2016, 45, 13899
DOI: 10.1039/C6DT02332K

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