2,2-Functionally disubstituted organotin compounds: synthesis and reactivity
摘要:
A series of 2,2-difunctional organotin compounds of the general type Me(3)SnCH(2)CHXY (X, Y = P(O)R(2) or C(O)R; R = (OPr)-Pr-i, OEt or Ph) has been synthesized by stannylmethylation of the appropriate 2,2-difunctional methanides Na[CHXY] with iodomethyl trimethylstannane. Derivatives with phenyl groups on tin cannot be made by this method. The reactions of the title compounds at the tin atom and at the acidic CH group of the bridging carbon atom and modifications of the functional P(O)R(2) and C(O)R groups are described.
A series of 13 2,2-difunctional triorganotin chlorides of the general formula Me(2)(Cl)SnCH2CH(X=O)Y=O(X=O, Y=O=P(O)R(2), C(O)R; R=(OPr)-Pr-i, Oet, Ph) has been synthesized by chlorination of the corresponding tetraorganotin compounds Me(3)SnCH(2)CH(X=O)Y=O with HCl in diethyl ether. The crystal structure determination of Me(2)(Cl)SnCH2[P(O)((OPr)-Pr-i)(2)](2) (VIII), IR spectroscopic data and NMR studies reveal, for the title compounds, molecular structures in which the tin atom, approaches a trigonal-bipyramidal pentacoordinated ligand arrangement as result of an intramolecular Sn ... O interaction of one of the two functional groups X=O or Y=O respectively, In solution the compounds undergo a ligand exchange process which has been investigated by NMR. A mechanism of this process is suggested.
2,2-Functionally disubstituted organotin compounds: synthesis and reactivity
作者:F. Richter、H. Weichmann
DOI:10.1016/0022-328x(94)88031-x
日期:1994.2
A series of 2,2-difunctional organotin compounds of the general type Me(3)SnCH(2)CHXY (X, Y = P(O)R(2) or C(O)R; R = (OPr)-Pr-i, OEt or Ph) has been synthesized by stannylmethylation of the appropriate 2,2-difunctional methanides Na[CHXY] with iodomethyl trimethylstannane. Derivatives with phenyl groups on tin cannot be made by this method. The reactions of the title compounds at the tin atom and at the acidic CH group of the bridging carbon atom and modifications of the functional P(O)R(2) and C(O)R groups are described.