Synthesis and structural characterization of dialkyltin complexes of N-salicylidene-L-valine

Abstract

The synthesis and characterization of five new chiral dialkyltin complexes of N-salicylidene-L-valine, [2-O-3-R-5-R'C6H2C(H)=NCH(CH(CH3)2)C(O)O]SnR''2 (R, R', R'' = H, H, Me (1); H, Br, Me (2); OMe, H, Et (3); Br, Br, n-Bu (4); CH(OMe)2, Me, n-Bu (5)), have been reported. Compounds 1-5 are all (S)-enantiomers, and their crystal structures have been studied. Compound 1 displays a trimeric macrocyclic structure in which the coordination environment of each tin atom is a distorted [SnC2NO3] octahedron. In complexes 2-5, the tin atom has an intermediate geometry between trigonal bipyramidal and square pyramidal, and 3 is closer to a square pyramid. In crystals, a zigzag supramolecular chain is formed by the intermolecular C-H…O, O-H…O or Sn…O interactions.

Keywords

• organotin
• dialkyltin complex
• n-salicylidene-l-valine
• crystal structure