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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

Citation

Canty, AJ and Patel, J and Skelton, BW and White, AH, 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 (2000) [Refereed Article]

DOI: doi:10.1016/S0022-328X(00)00338-7

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′}(OCMe 2)][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)2C6H 3-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. © 2000 Elsevier Science S.A. All rights reserved.

Item Details

Item Type:Refereed Article
Research Division:Chemical Sciences
Research Group:Other Chemical Sciences
Research Field:Organometallic Chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
Author:Canty, AJ (Professor Allan Canty)
Author:Patel, J (Mr Jim Patel)
ID Code:19078
Year Published:2000
Web of Science® Times Cited:36
Deposited By:Chemistry
Deposited On:2000-08-01
Last Modified:2011-11-16
Downloads:0

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