Synthesis and structural characterization of 2-(−)-menthoxycarbonylethyltin compounds

The title compounds, (−)-MenOCOCH2CH2SnClnPh3−n (n = 0, 1; 1, 2; 2, 3; 3, 4) and [(−)-MenOCOCH2CH2Sn(OH)Cl2]2 · 2(C2H5)2O (5 · 2(C2H5)2O) were synthesized and characterized by means of elemental analysis, IR and NMR (1H, 13C and 119Sn) spectra. The solid-state structures of the compounds 1, 3, 4 and 5 · 2(C2H5)2O have been determined by X-ray diffraction methods. The tin atom in 1 possesses a distorted tetrahedral geometry with an intramolecular weak CO⋯Sn interaction of 3.342(4) Å. The compounds 3 and 4 have distorted trigonal bipyramidal geometry, in which there is an intramolecular carbonyl-to-tin coordination. The tin atom in 5 · 2(C2H5)2O approximates to octahedral geometry via an intramolecular carbonyl-to-tin coordination and hydroxo-bridging. The strengths of the interaction between CO and Sn generally increase in the order 1 < 2 < 3 < 4 < 5 · 2(C2H5)2O.

The title compounds, (−)-MenOCOCH2CH2SnClnPh3-n (n = 0, 1; 1, 2; 2, 3; 3, 4) and [(−)-MenOCOCH2CH2Sn(OH)Cl2]2 · 2(C2H5)2O (5 · 2(C2H5)2O) were synthesized and characterized by means of elemental analysis, IR, NMR (1H, 13C and 119Sn) and X-ray crystallography. Compounds 2–5 · 2(C2H5)2O contain intramolecular carbonyl-to-tin coordination, and the strengths of the interaction between the CO and Sn generally increase in order 1 < 2 < 3 < 4 < 5 · 2(C2H5)2O.Figure optionsDownload as PowerPoint slide