Reactions of alkenols with cis -Pt(Cl) 2 (TPPTS) 2 (TPPTS = P( m -C 6 H 4 SO 3 Na) 3 ) in water result in [Pt(η 3 -allyl)(TPPTS) 2 ] + as the exclusive platinum product with 1 equiv of oxidized alkenol. The η 3 -allyl is not fluxional in water, and the syn and anti isomers can be distinguished at room temperature. For 3-buten-1-ol and 4-penten-1-ol, in addition to the η 3 -allyl complex and oxidation of the alkene, catalytic isomerization of the alkene is observed. No reaction occurs for cis -Pt(Cl) 2 (P( p -tolyl) 3 ) 2, cis -Pt(Cl)(THF)(P( p -tolyl) 3 ) 2 +, or cis -Pt(THF) 2 (P( p -tolyl) 3 ) 2 2+ with the alkenols in THF, indicating the importance of H 2 O. Excess Cl - inhibits the reaction. The oxidation product is selectively deuterated. These observations are combined into a proposed mechanism.
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Helfer et al. (2005) studied this question.
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