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C(3) aurated 1,4-benzodiazepin-2-ones: synthesis and characterization: crystal structure of (L)Au[P(C6H4CH3-4)3] (HL=7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one, DIAZEPAM)

Minghetti, Giovanni and Zucca, Antonio and Cinellu, Maria Agostina and Stoccoro, Sergio and Manassero, Mario and Sansoni, Mirella (1998) C(3) aurated 1,4-benzodiazepin-2-ones: synthesis and characterization: crystal structure of (L)Au[P(C6H4CH3-4)3] (HL=7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one, DIAZEPAM). Journal of Organometallic Chemistry, Vol. 553 (1-2), p. 405-415. ISSN 0022-328X. Article.

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DOI: 10.1016/S0022-328X(97)00624-4


The synthesis of a series of gold(I) metallated derivatives of some 1,4-benzodiazepin-2-ones is described. They include mononuclear (L)Au(PR3) (R=C6H5, C6H4CH3-4 or C2H5) as well as dinuclear species (L)Au(Ph2P(CH2)nPPh2)Au(L), n =2, 3 (HL=7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one, DIAZEPAM or 7-chloro-1-(cyclopropylmethyl)-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one, PRAZEPAM). The deprotonated ligand is bonded to the AuPR3 moiety through the C(3) atom. Activation of the C(sp3)–H bond is achieved by means of a strong base in the presence of the phosphinegold chloride intermediate. The structure of (L)Au[P(C6H5CH3-4)3] has been determined by X-ray diffraction. Some aspects of the reactivity of the metallated species is also reported.

Item Type:Article
ID Code:5357
Uncontrolled Keywords:Gold, 1,4-benzodiazepin-2-ones, DIAZEPAM, PRAZEPAM
Subjects:Area 03 - Scienze chimiche > CHIM/03 Chimica generale e inorganica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
Copyright Holders:© 1998 Elsevier Science
Deposited On:27 Jan 2011 12:01

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