OXIDATIVE CYCLOADDITION OF THIOPHENOPHANES - [N](2.5)PARATHIOPHENOPHANE (N = 8,10-12,14), [8](2,4)METATHIOPHENOPHANE AND [2.2](2,5)PARAMETATHIOPHENOPHANE

Authors
LI YQ THIEMANN T MIMURA K SAWADA T MATAKA S TASHIRO M
Citation
Yq. Li et al., OXIDATIVE CYCLOADDITION OF THIOPHENOPHANES - [N](2.5)PARATHIOPHENOPHANE (N = 8,10-12,14), [8](2,4)METATHIOPHENOPHANE AND [2.2](2,5)PARAMETATHIOPHENOPHANE, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (9), 1998, pp. 1841-1850
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY → ACNP
ISSN journal
1434193X
Issue
9
Year of publication
1998
Pages
1841 - 1850
Database
ISI
SICI code
1434-193X(1998):9<1841:OCOT-[>2.0.ZU;2-F
Abstract
The oxidative cycloaddition of 3,4-dibromo-[n](2,5)-thiophenophanes 12 b-e and (2,4)[8]thiophenophane 16 with dienophiles gave stereoselectiv ely O=S-bridged cycloadducts 18, 19 and 24. The X-ray analysis of cycl oadduct 18a shows it to have a rigid conformation. The molecules can b e regarded as a new series of paddlanes. Under the same oxidative cond itions, 3,4-dibromo-[8] (2,5)thiophenophane (12a) gave the two dimers 29 and 30. The results of the X-ray analysis of 29 are discussed.