ON THE MECHANISM OF NITROXYLATION OF ENDO-TETRAHYDRODICYCLOPENTADIENE

Citation
Pa. Krasutsky et al., ON THE MECHANISM OF NITROXYLATION OF ENDO-TETRAHYDRODICYCLOPENTADIENE, Tetrahedron letters, 36(18), 1995, pp. 3079-3082
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
18
Year of publication
1995
Pages
3079 - 3082
Database
ISI
SICI code
0040-4039(1995)36:18<3079:OTMONO>2.0.ZU;2-5
Abstract
The details of the nitroxylation of 2-nitroxy-endo-tetrahydrodicyclope ntadiene with nitric acid were studied. A bridged carbocation is sugge sted as the intermediate responsible for the parallel and irreversible formation of 2,6-dinitroxy-endo-tetrahydrodicyclopentadiene and 2,7-d initroxy-1,7-trimethylenenorbomane.