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Synthesis of 1,1-Bis(pyrazol-1 -ylmethyl)ethene and the Structure of a Trimethylplatinum(1V) Derivative containing an Eight-membered Chelate Ring

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Canty, AJ and Honeyman, RT and Skelton, BW and White, AH (1992) Synthesis of 1,1-Bis(pyrazol-1 -ylmethyl)ethene and the Structure of a Trimethylplatinum(1V) Derivative containing an Eight-membered Chelate Ring. Journal of the Chemical Society, Dalton Transactions, 18. pp. 2663-2665. ISSN 1477-9226

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Abstract

The bidentate pyrazole-donor ligand 1,1-bis(pyrazo1-1-ylmethyl)ethene, [(pz)CH2]2C=CH2, may be synthesized in high yield on reaction of the readily obtained potassium pyrazolide with commercially available (CICH2)2C=CH2. Reaction of the ligand with [{PtMe2(SEt2)}2], followed by addition of iodomethane, gives the platinum(IV) complex fac-[PtlMe3{[(pz)CH2]2C=CH2-N,N'}]. Proton NMR and X-ray structural studies show that the eight-membered chelate ring PtNNC3NN adopts a configuration in which the pyrazole rings are in different environments, forming angles of 26.0(3) and 38.2(3) with the 'PtC2N2' mean plane. Thus, the four methylene protons are also in different environments, as are the PtMe groups trans to pyrazole groups. The eight-membered chelate ring is fluxional, undergoing inversion with DGact ~ 15 kcal mol-1 (~63 kJ mol-l) at 10 C.

Item Type: Article
Journal or Publication Title: Journal of the Chemical Society, Dalton Transactions
Page Range: pp. 2663-2665
ISSN: 1477-9226
Identification Number - DOI: 10.1039/DT9920002663
Date Deposited: 01 Feb 2008 01:27
Last Modified: 18 Nov 2014 03:27
URI: http://eprints.utas.edu.au/id/eprint/2936
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