Ring opening of 1-methylcyclopropene and cyclopropene: Matrix infrared spectroscopic identification of 2-butene-1,3-diyl and propene-1,3-diyl

Citation
G. Maier et al., Ring opening of 1-methylcyclopropene and cyclopropene: Matrix infrared spectroscopic identification of 2-butene-1,3-diyl and propene-1,3-diyl, CHEM-EUR J, 6(8), 2000, pp. 1467-1473
Citations number
38
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
6
Issue
8
Year of publication
2000
Pages
1467 - 1473
Database
ISI
SICI code
0947-6539(20000414)6:8<1467:ROO1AC>2.0.ZU;2-S
Abstract
Triplet 2-butene-1,3-diyl (T-11) was generated on irradiation of 1-methylcy clopropine (10) in a bromine-doped xenon matrix and was characterized by me ans of IR spectroscopy fur the first time. Experimental results suggest tha t triplet propene-1,3-diyl (T-3) is formed from cyclopropene (1) under simi lar conditions. In accordance with theoretical calculations, the experiment al data indicate that the reactions 1--> 3 and 10 -->11 are the lowest ener gy ground-state pathways for the ring opening of 1 and 10, respectively.