Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/102627
Title: Stability and Reactivity of Cyclometallated Naphthylamine Complexes in Pd–C Bond Insertion Reactions with Coordinated Alkynylphosphanes
Authors: Chen, Shuli
Chiew, Jun Xuan
Pullarkat, Sumod A.
Li, Yongxin
Leung, Pak-Hing
Keywords: DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
Issue Date: 2013
Source: Chen, S., Chiew, J. X., Pullarkat, S. A., Li, Y., & Leung, P. H. (2013). Stability and Reactivity of Cyclometallated Naphthylamine Complexes in Pd-C Bond Insertion Reactions with Coordinated Alkynylphosphanes. European Journal of Inorganic Chemistry, 2013(31), 5487-5494.
Series/Report no.: European Journal of Inorganic Chemistry
Abstract: Phenylbis(phenylethynyl)phosphane PhP(C≡CPh)2 coordinates regiospecifically to the α-methyl-chiral ortho-platinated and -palladated naphthylamine units at the positions trans to the nitrogen donors. The P→Pt coordination bond is kinetically inert, whereas the P→Pd bond is labile. Upon heating of these phosphane complexes at 70 °C, one of the C≡C bonds in the coordinated PhP(C≡CPh)2 was activated towards an intermolecular Pd–C bond insertion reaction with an external ortho-palladated naphthylamine ring. No intramolecular insertion reaction occurred. In contrast to its palladium analogue, the ortho-platinated ring is not reactive towards coordinated PhP(C≡CPh)2, although it can promote the Pd–C bond insertion reaction. However, despite the high kinetic stability of the P→Pt coordination, the organoplatinum unit is a noticeably weaker activator than its organopalladium counterpart. The chirality of the reacting ortho-metallated naphthylamine ligand exhibited high stereochemical influence on the formation of the new stereogenic phosphorus center during the course of these C–C bond-formation reactions. The coordination chemistry and the absolute stereochemistry of the dimetallic products were determined by single-crystal X-ray crystallographic analysis.
URI: https://hdl.handle.net/10356/102627
http://hdl.handle.net/10220/19112
ISSN: 1434-1948
DOI: 10.1002/ejic.201300834
Rights: © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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