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Synthesis and characterization of gold(III) adducts and cyclometallated derivatives with 6-benzyl- and 6-alkyl-2,2′-bipyridines

Cinellu, Maria Agostina and Zucca, Antonio and Stoccoro, Sergio and Minghetti, Giovanni and Manassero, Mario and Sansoni, Mirella (1996) Synthesis and characterization of gold(III) adducts and cyclometallated derivatives with 6-benzyl- and 6-alkyl-2,2′-bipyridines. Journal of the Chemical Society. Dalton Transactions, Vol. 1996 (22), p. 4217-4225. ISSN 0300-9246. Article.

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DOI: 10.1039/DT9960004217

Abstract

The reaction of a series of 6-substituted-2,2′-bipyridines HL (N2C10H7R, R = CH2Ph, CHMePh, CMe2Ph, CH2Me, CMe3 or CH2CMe3) with HAuCl4 or Na[AuCl4] has been investigated. Under different experimental conditions, salts [H2L][AuCl4], adducts [Au(HL)Cl3] or cyclometallated derivatives [Au(L)Cl][X](X = AuCl4, BF4 or PF6) have been isolated. The cyclometallated species arise from direct activation of a C–H bond either of a phenyl or a methyl substituent. The structures of an adduct [Au{N2C10H7(CHMePh)-6}Cl3] and two metallated species [Au{N2C10H7(CMe2C6H4)-6}Cl][AuCl4] and [Au{N2C10H7(CMe2CH2)-6}Cl][BF4]·0.5H2O have been determined by X-ray diffraction. In the adduct the gold atom is bonded to the nitrogen atom of the unsubstituted pyridine ring: a long-range interaction with the other nitrogen atom is observed, Au N 2.758(4)Å. In the two cyclometallated species the bipyridines act as tridentate N,N,C anions, giving a [5,6] and a [5,5]-fused ring system, respectively. In [Au{N2C10H7(CMe2C6H4)-6}Cl]+ the hexaatomic N,C ring adopts a boat-like conformation: the structure reveals a rather short interaction between one hydrogen of the Me group in axial position and the gold atom, Au H 2.62 Å. The pentaatomic N,C ring in [Au{N2C10H7(CMe2CH2)-6}Cl]+ is not planar: the coordination around the gold atom is essentially square planar. The new cyclometallated complexes [Au(N,N,C)Cl]+ are compared with those derived from similarly substituted pyridines described previously.

Item Type:Article
ID Code:5362
Status:Published
Refereed:Yes
Uncontrolled Keywords:Gold(III) adducts, cyclometallated species
Subjects:Area 03 - Scienze chimiche > CHIM/03 Chimica generale e inorganica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Publisher:Royal Society of Chemistry
ISSN:0300-9246
Deposited On:27 Jan 2011 12:32

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