Refine
Has Fulltext
- no (39)
Year of publication
- 2012 (39) (remove)
Document Type
- Article (37)
- Conference Proceeding (1)
- Other (1)
Language
- English (39)
Is part of the Bibliography
- yes (39)
Keywords
- Conformational analysis (6)
- NMR spectroscopy (4)
- Dynamic NMR (3)
- Quantum chemical calculations (3)
- Ring current effect (2)
- Theoretical calculations (2)
- anisotropic effects (2)
- aromaticity (2)
- conformational analysis (2)
- dynamic NMR (2)
Institute
A silicon analog of quinolizidine 3,3,7,7-tetramethylhexahydro-1H-[1,4,2]oxazasilino[4,5-d][1,4,2]oxazasilin-9a-yl)methanol 3 was synthesized. X-ray diffraction analysis confirmed the trans configuration and low temperature NMR spectroscopy both the flexibility (barrier of interconversion 5.8 kcal mol(-1)) and the conformational equilibrium (chair-chair and chair-twist conformers) of the compound. The relative stability of the different isomers/conformers of 3 was calculated also at the MP2/6-311G(d,p) level of theory. Intra- and intermolecular hydrogen bonding in 3 and the appropriate equilibrium between free and self-associated molecules was studied in solvents of different polarity. Both the N-methyl quaternary ammonium salt and the O-trimethylsilyl derivative of 3 could be obtained and their structure determined.