Singlet-triplet energy gaps in highly stabilized nitrenium tons: Experimental and theoretical study of 1,3-dimethylbenzotriazolium ion

Authors
McIlroy, S Cramer, CJ Falvey, DE
Citation
S. Mcilroy et al., Singlet-triplet energy gaps in highly stabilized nitrenium tons: Experimental and theoretical study of 1,3-dimethylbenzotriazolium ion, ORG LETT, 2(16), 2000, pp. 2451-2454
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
16
Year of publication
2000
Pages
2451 - 2454
Database
ISI
SICI code
1523-7060(20000810)2:16<2451:SEGIHS>2.0.ZU;2-Q
Abstract
[GRAPHICS] The first experimental determination of a singlet-triplet energy gap (Delta E-st) for an organic nitrenium ion was made for 1,3-dimethylbenzotriazoliu m ion 1. Laser flash photolysis was used to determine Delta E-st for this p ersistent nitrenium ion and a value of -66 +/- 3 kcal mol(-1) was obtained. DFT calculations show excellent agreement with the experiment.