Journal of Organometallic Chemistry p. 105 - 113 (1996)
Update date:2022-09-26
Topics:
Crespo, Margarita
Solans, Xavier
Font-Bardia, Merce
Platinum substrate [Pt2Me4(μ-SMe2)2] (1) reacts with chlorinated imines 3,5-Cl2C6H3CH=NCH2C6H5 (2a) and 3-ClC6H4CH=NCH2C6H5 (2b) to yield cyclometallated platinum(II) compounds [PtMe(3,5-Cl2C6H2CH=NCH2C5H5)(SMe2)] (4a) and [PtMe(3-ClC6H3CH=NCH2C6H5)(SMe2)] (4b), arising from C-H bond activation followed by loss of methane. A reaction intermediate [PtMe2(3,5-Cl2C6H3CH=NCH2C6H5)(SMe2)] (3a) was detected by 1H NMR. The reaction of [Pt2Me4(μ-SMe2)2] (1) with chlorinated imine 2,4-Cl2C6H3CH=NCH2C6H5 (2c) produces a mixture of cyclometallated platinum(II) compound [PtMe(2,4-Cl2C6H2CH=NCH2C6H5)(SMe2)] (4c) and cyclometallated platinum(IV) compound [PtMe2Cl(4-ClC6H3CH=NCH2C6H5)(SMe2)] (4c′) arising respectively from aryl C-H and aryl C-Cl bond activation. The reaction of complex 4a with triphenylphosphine produces metallacycle cleavage and [PtMe(3,5-Cl2C6H2CH=NCH2C6H5)(PPh3)2] (5a) is formed with the imine acting as a [C-] unidentate ligand. 5a crystallizes in the monoclinic space group P21/n with a = 10.899(5) A, b = 22.953(5) A and c = 17.588(9) A, β = 95.14(5)° and Z = 4. Compounds 4b, 4c and 4c′ react with PPh3 to give cyclometallated compounds [PtMe(3-ClC6H3CH=NCH2C6H5)(PPh3)] (5b), [PtMe(2,4-Cl2C6H2CH=NCH2C6H5)(PPh3)] (5c), and [PtMe2Cl(4-ClC6H3CH=NCH2C6H5)(PPh3)] (5c′) respectively. The stereo-electronic effect of chlorine substituents, as well as the NMR parameters, are discussed in relation to the observed reactivity of these compounds.
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