Journalartikel

Jahr der Veröffentlichung: 2006

Seiten: 4187-4192

Zeitschrift: European Journal of Organic Chemistry

Bandnummer: 2006

Heftnummer: 18

ISSN: 1434-193X

DOI Link: https://doi.org/10.1002/ejoc.200600270

Verlag: Wiley

Abstract: 
A systematic application of the BLYP/6-311+G*//BLYP/6-31G* computational scheme was utilized to identify the favored aromatic 2,6-reactions leading to the formally aromatic hetero-3,4-dimethylenecyclopentadienediyl derivatives from the thermal rearrangements of (hetero)atom-bridged diallenes (X = CH-, NH, O, S). Protonation of the heteroatom substituent raises the respective 2,6-cyclization energy barrier, and the alternative 1,6-cyclization reaction forming the hetero-cyclohexadienediyl can compete.

Harvard-Zitierstil: Bui, B. and Schreiner, P. (2006) Thermal rearrangements of heteroatom-bridged diallenes, European Journal of Organic Chemistry, 2006(18), pp. 4187-4192. https://doi.org/10.1002/ejoc.200600270

APA-Zitierstil: Bui, B., & Schreiner, P. (2006). Thermal rearrangements of heteroatom-bridged diallenes. European Journal of Organic Chemistry. 2006(18), 4187-4192. https://doi.org/10.1002/ejoc.200600270