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Synthesis, structure, and properties of {(Me3Si)2CH}2SnH(OH)

MPS-Authors

Schager,  Frank
Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Seevogel,  Klaus
Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Pörschke,  Klaus-Richard
Research Group Pörschke, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Schager, F., Goddard, R., Seevogel, K., & Pörschke, K.-R. (1998). Synthesis, structure, and properties of {(Me3Si)2CH}2SnH(OH). Organometallics, 17(8), 1546-1551. doi:10.1021/om970997n.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0024-4C61-9
Abstract
The Lappert stannylene SnR2, R = CH(SiMe3)2, adds water and methanol to yield the low-melting-point, crystalline hydroxy- and methoxydiorganostannanes R2SnH(OH) (1) and R2SnH(OMe) (2). The corresponding deuterated derivatives R2SnD(OD) (1-d2) and R2SnD(OCD3) (2-d4) have also been prepared. Compounds 1 and 2 react with D2O with retention of the Sn−H bond to give R2SnH(OD) (1-d(SnOD)). The reaction is thought to proceed by an SN2 type mechanism via a [R2SnH(OR‘)2]- (R‘ = H, D, or Me) intermediate or transition state. Consistent with this, 2-d4 is hydrolyzed to R2SnD(OH) (1-d(SnD)). A single-crystal X-ray structure analysis of 1 reveals that individual molecules form Ci-symmetrical dimers in the solid with short O−H···O* hydrogen bridges (O···O* = 2.854(2) Å). Reaction of 1 with (iPr2PC2H4PiPr2)Pd(C2H4) results in oxidative addition of the Sn−H bond to Pd0 to give the known (iPr2PC2H4PiPr2)Pd(H)−SnR2(OH) (3).