A comparison of the DNMR behaviour of methyl 5,6-bis(2-methoxyphenyl)-1,4-dimethyl-7-oxobicyclo[2.2.1]hept-5-en-2-endo-carboxylate and its 7-oxa analogue

Authors
Kumar, AS Rao, SP Balasubrahmanyam, SN
Citation
As. Kumar et al., A comparison of the DNMR behaviour of methyl 5,6-bis(2-methoxyphenyl)-1,4-dimethyl-7-oxobicyclo[2.2.1]hept-5-en-2-endo-carboxylate and its 7-oxa analogue, I J CHEM B, 40(8), 2001, pp. 735-741
Citations number
8
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
8
Year of publication
2001
Pages
735 - 741
Database
ISI
SICI code
0376-4699(200108)40:8<735:ACOTDB>2.0.ZU;2-0
Abstract
Methyl 5,6-Bis(2-methoxyphenyt)-1,4-dimethyl-7-oxobicyclo[2.2.1]hept-5-en-2 -endo-carboxylate, a moderately crowded norbornenone ester, exhibits comple x VT-DNMR behaviour. A similar behaviour is not seen in its 7-oxa analogue, showing that conformational transmission from position 7 has a crucial inf luence on the distance parameters that govern the dynamic processes involvi ng the substituents on the bicycloheptene framework.