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)

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) PPh2)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(sp(3))-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. (C) 1998 Elsevier Science S.A.

The synthesis of a series of goldI. metallated derivatives of some 1,4-benzodiazepin-2-ones is described. They include mononuclear L.AuPR3. RsC6H5, C6H4CH3-4 or C2H5. aswell as dinuclear species L.AuPh2PCH2.nPPh2.AuL., ns2, 3 HLs7-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 C3. atom. Activation of the Csp3.–H bond is achieved by means of a strong base in the presence of the phosphinegold chloride intermediate. The structure of L.AuwPC6H5CH3-4.3x has been determined by X-ray diffraction. Some aspects of the reactivity of the metallated species is also reported.