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Organoelement derivatives of steroids: Synthesis and structural features of organosilicon, ‐tin and ‐lead derivatives of cholesterol and desoxycholic acid
Author(s) -
Saxena A,
Huber F,
Pellerito L,
Girasolo A
Publication year - 1987
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.590010505
Subject(s) - chemistry , tin , organosilicon , trigonal bipyramidal molecular geometry , tetrahedral molecular geometry , crystallography , mössbauer spectroscopy , solid state , nuclear magnetic resonance spectroscopy , stereochemistry , crystal structure , polymer chemistry , organic chemistry
Some organo‐Main‐Group‐IV‐element compounds of steroids of the type R 3 M(COL), R 2 Sn(COL) 2 and (R 3 M) 2 (HDCA) (where R = Me or Ph; M = Si, Sn and Pb; HCOL = cholest‐5‐en‐3β‐ol; H 3 DCA = 3α, 12α‐dihydroxy‐5β‐cholan‐24‐oic acid), have been synthesized. The structures of these compounds have been investigated by vibrational, mass, NMR ( 1 H, 13 C, 29 Si, 119 Sn and 207 Pb) and 119 Sn Mössbauer spectroscopy. For Me 3 Sn(COL) both in solution and in the solid state an associated structure with distorted trigonal bipyramidal geometry around tin and three‐coordinated oxygen atoms is postulated. Discrete tetrahedral geometries are assigned to Ph 3 M(COL) complexes and to R 2 Sn(COL) 2 complexes in solution. The latter compounds probably have an associated distorted trigonal bipyramidal structure in the solid state. The complexes (Ph 3 M) 2 (HDCA) also have tetrahedral geometries around the central atoms M in solution, but for (Ph 3 Sn) 2 (HDCA) a polymeric structure with both tin atoms pentacoordinated in the solid state is proposed.