Abstract
First two derivatives of 4,9-methanothia[11]annulene, 3,10-di(t-butyl)- and 3,10-dichloro-4,9-methanothia[11]annulenes (4 and 5), were synthesized from the diketosulfide 6. Spectroscopic properties and X-ray crystallographic analyses revealed that 4 exists as an anti-conformer in respect of stereochemical relationship between the methano bridge and the sulfur atom both in solid state and in solution, while 5 exists as a syn-conformer in similarity to the parent of 4,9-methanothia[11]annulene (3).
Original language | English |
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Pages (from-to) | 3647-3654 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 58 |
Issue number | 19 |
DOIs | |
State | Published - 2002/05/06 |
Keywords
- Annulenes
- Conformation
- Density functional calculation
- Heterocycles
- X-ray crystal structures
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry