Rearrangement kinetics of spiropentylchlorocarbene, [3]triangulylchlorocarbene, and related species

Authors
Moss, RA Zheng, FM Krogh-Jespersen, K
Citation
Ra. Moss et al., Rearrangement kinetics of spiropentylchlorocarbene, [3]triangulylchlorocarbene, and related species, ORG LETT, 3(10), 2001, pp. 1439-1442
Citations number
35
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
10
Year of publication
2001
Pages
1439 - 1442
Database
ISI
SICI code
1523-7060(20010517)3:10<1439:RKOS[>2.0.ZU;2-U
Abstract
[GRAPHICS] Absolute rate constants were measured for the 1,2-CH2, 1,2-cyclopropyl, and 1,2-CMe2 rearrangements of spiropentylchlorocarbene (5), [3]-trianguiylchl orocarbene (6), and tetramethylcyclopropylchlorocarbene (7), The factors re sponsible for the observed relative migratory aptitudes (cyclopropyl > CH2 > CMe2) were analyzed with the aid of electronic structure calculations.