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Synthesis and spectroscopic characterization of R 3 Sn IV derivatives of N ‐acetyldipeptides
Author(s) -
Huber Friedo,
Vornefeld Michael,
Ruisi Giuseppe,
Barbieri Renato
Publication year - 1993
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.590070404
Subject(s) - chemistry , crystallography , mössbauer spectroscopy , trigonal bipyramidal molecular geometry , tin , carboxylate , nuclear magnetic resonance spectroscopy , denticity , amide , molecule , monomer , quadrupole splitting , stereochemistry , crystal structure , organic chemistry , polymer
Triorganotin(IV) derivatives of N ‐acetyldipeptides R 3 SnAcDip; RMe, Et, n‐Bu, n‐Oct, Cy or Ph (HAcDip N ‐acetylglycylglycine and N ‐acetylglycylvaline; RMe, n‐Bu, Cy, HAcDip N ‐acetylglycylalanine) were obtained by neutralization of R 3 SnOH and HAcDip. The complexes were studied by means of 119 Sn Mössbauer, IR and 1 H, 13 C and 119 Sn NMR spectroscopy. The CSnC bond angles have been inferred by rationalization of Mössbauer nuclear quadrupole splittings as well as from NMR coupling constants. Correlations of Mössbauer isomer shifts with partial atomic charges on tin atoms have been determined: Polymeric trigonal bipyramidal structures, with near‐planar R 3 Sn units and axial carboxylate (unidentate) and CO amide donor groups are inferred for all the compounds in the solid state, except for Cy 3 SnAcGlyVal for which a tetrahedral structure is proposed. In solution the complexes are monomeric; in methanol a solvent molecule is coordinated to tin which then is still in a trigonal bipyramidal environment.