Inverse electron demand Diels-Alder reactions of 3,6-diaryl-1,2,4,5-tetrazines with cyclooctyne

Authors
Ikemi, Y Okada, A Katsura, H Otani, S Matsumoto, K
Citation
Y. Ikemi et al., Inverse electron demand Diels-Alder reactions of 3,6-diaryl-1,2,4,5-tetrazines with cyclooctyne, HETEROCYC C, 5(1), 1999, pp. 53-58
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLIC COMMUNICATIONS
ISSN journal
07930283 → ACNP
Volume
5
Issue
1
Year of publication
1999
Pages
53 - 58
Database
ISI
SICI code
0793-0283(1999)5:1<53:IEDDRO>2.0.ZU;2-F
Abstract
Cyclooctyne (2) under bar underwent inverse electron demand Diels-Alder rea ction with a variety of 3,6-diaryl-1, 2, 4, 5-tetrazines (1) under bar, giv ing the corresponding pyridazines (3) under bar in excellent yields. LUMO ( 1) under bar HOMO (2) under bar energy gaps between (1) under bar and (2) u nder bar are obtained by semi-empirical molecular orbital calculations.