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Evidence for the Formation of the (Ph3P)2Pt Complex of 3,7-Dimethyltricyclo[3.3.0.03,7]oct-1(5)-ene, the Most Highly Pyramidalized Alkene in a Homologous Series. Isolation and X-ray Structure of the Product of the Ethanol Addition to the Complex

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posted on 06.07.2006, 00:00 by Fanitsa A. Theophanous, Anastasios J. Tasiopoulos, Athanassios Nicolaides, Xin Zhou, William T. G. Johnson, Weston Thatcher Borden
Attempts to isolate the (Ph3P)2Pt complex of the highly pyramidalized olefin 3,7-dimethyltricyclo[3.3.0.03,7]oct-1(5)-ene 2 by generation of 2 in the presence of (Ph3P)2PtC2H4, followed by crystallization of the complex (2-Pt) from THF−ethanol, resulted in the isolation of the adduct of 2-Pt with ethanol (5). Calculations confirm that addition of alcohol across the C1−C5 bond is more favorable in 2-Pt than in the corresponding (Ph3P)2Pt complexes of less pyramidalized olefins, despite the stronger Pt−C bonds in 2-Pt.

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