A computational study of tetrahedrene: Strained alkene or dicarbene?

Authors
Sauers, RR Harris, JS
Citation
Rr. Sauers et Js. Harris, A computational study of tetrahedrene: Strained alkene or dicarbene?, J ORG CHEM, 66(24), 2001, pp. 7951-7954
Citations number
47
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
24
Year of publication
2001
Pages
7951 - 7954
Database
ISI
SICI code
0022-3263(20011130)66:24<7951:ACSOTS>2.0.ZU;2-1
Abstract
A computational study of tetrahedrene at the RCCD/cc-pVDZ level led to a si nglet-state structure with a lowest energy vibrational mode of 660 cm(-1). The corresponding triplet state was found to be ca. 37 kcal/mol lower in en ergy than the singlet state. The heat of formation of the singlet state was estimated to be 270 kcal/mol. An isomeric singlet bicyclic dicarbene bis-b icyclo[1.1.0]-cyclobutylidene was found to be similar to 94 kcal/mol lower in energy than tetrahedrene.