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C-H activation at the 3-position of pentane chains to form [N-C(sp3)-N]- complexes incorporating six-membered pallada(II)cyclic rings and pyridine, pyrazole and N-methylimidazole donor groups. Structural studies and comparison with [N-C(sp2)-N]- complexes

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Canty, AJ and Patel, J and Skelton, BW and White, AH (2000) C-H activation at the 3-position of pentane chains to form [N-C(sp3)-N]- complexes incorporating six-membered pallada(II)cyclic rings and pyridine, pyrazole and N-methylimidazole donor groups. Structural studies and comparison with [N-C(sp2)-N]- complexes. Journal of Organometallic Chemistry, 607 (1 - 2). pp. 194-202. ISSN 0022-328X

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Abstract

Alkylpalladium complexes bearing the [N-C(sp3)-N]- donor motif and two six-membered palladacycles are generated on activation of C(sp3)-H bonds by palladium(II) acetate. Cyclopalladation of the new reagents 1,5-bis(pyridin-2-yl)pentane [CH2(CH2CH2py)2] (1), 1,5-bis(pyrazol-1-yl)pentane [CH2(CH2CH2pz)2] (2) and 1,5-bis(N-methylimidazol-2-yl)pentane [CH2(CH2CH2mim)2] (3), followed by reaction with lithium chloride afford the palladium(II) complexes Pd{CH(CH2CH2py)2- N,C,N'}Cl (5), Pd{CH(CH2CH2pz)2-N,C,N'}Cl (6) and Pd{CH(CH2CH2mim)2-N,C,N'}Cl (7), respectively. Abstraction of chloride from 6 with AgBF4 in acetone generates the cationic acetone complex [Pd{CH(CH2CH2pz)2-N,C,N'}(OCMe2)][BF4] (8). X-ray crystal structures of 5, 6 and 8 reveal tridentate [N-C(sp3)-N']- intramolecular coordination of the ligands. These structures are compared with that of a closely related [N-C(sp2)-N]- system in [Pd{2,6-(pzCH2)2C6H3-N,C,N'}(OH2)][BF4] (10), obtained on cyclopalladation of 1,3-bis(pyrazol-1-ylmethyl)benzene followed by derivatisation to form the aqua complex.

Item Type: Article
Journal or Publication Title: Journal of Organometallic Chemistry
Page Range: pp. 194-202
ISSN: 0022-328X
Identification Number - DOI: 10.1016/S0022-328X(00)00338-7
Additional Information: The original publication is available at www.springerlink.com
Date Deposited: 17 Jan 2008 02:08
Last Modified: 18 Nov 2014 03:27
URI: http://eprints.utas.edu.au/id/eprint/2889
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