Conformational investigations of ester-functionalized gem-distannyl derivatives by H-1-Sn-119 correlation NMR

Authors
Meurice, JC Duboudin, JG Ratier, M Petraud, M Willem, R Biesemans, M
Citation
Jc. Meurice et al., Conformational investigations of ester-functionalized gem-distannyl derivatives by H-1-Sn-119 correlation NMR, ORGANOMETAL, 18(9), 1999, pp. 1699-1705
Citations number
42
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
02767333 → ACNP
Volume
18
Issue
9
Year of publication
1999
Pages
1699 - 1705
Database
ISI
SICI code
0276-7333(19990426)18:9<1699:CIOEGD>2.0.ZU;2-S
Abstract
The conformational dependence on temperature and concentration of methyl 3, 3-bis(tributylstannyl)propionate compounds of the type (Bu3Sn)(2)CH-CHR-CO2 Me (R = H, 1; R = CH2CH=CH2, 2; R = CH2Ph, 3; R = CH2NMe2, 5) was studied b y means of Karplus-type dihedral angle relations for (3)J(Sn-119-C-13) coup lings from C-13 NMR spectra and (3)J(Sn-119-H-1) couplings from H-1-Sn-119 correlation NMR experiments, assisted by O-17 and Sn-119 NMR spectroscopy. The results from these structural investigations point toward a dominant co nformation in which a very weak tin-carbonyl oxygen Sn<--O=C-O interaction is possible.