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Halfsandwich ruthenium thiolate complexes bearing electron-withdrawing phosphite or phosphonite ligands were prepared from [CpRu(PPh 3 ) 2 (SR)] (R = Ph, CH 2 Ph, Me) and triphenylphosphite or (S,S)-bis(binaphthylphosphonito)ethane (bbpe), respectively. Reaction with 1-bromo-3-methyl-2-butene in the presence of NH 4 PF 6  gave the corresponding allylthioether complexes [CpRu(PR' 3 ) 2 (S(R)CH 2 CH=CMe 2 )]PF 6 . Treatment with an excess of dimethyldioxirane (DMD) transformed the triphenylphosphite derivatives into diastereomeric (oxiranylmethyl) sulfoxide complexes with 18 - 80% de. NMR monitoring of the reaction revealed that the oxidant attacks the sulfur atom and the C=C double bond with comparable rates. Similar oxidation of the bbpe complexes gave mixtures of four diastereoisomers with ratios of (64 : 15 : 13 : 8 ) and (51 : 24 : 15 : 10), respectively.

Synthesis and Oxidation of Ruthenium Allyl Thioether Complexes Bearing Phosphite and Phosphonite Coligands [1]