Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 23, Pages 5888-5891Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201311326
Keywords
carbocations; computational chemistry; ion spectroscopy; mass spectrometry
Categories
Funding
- National Science Foundation [CHE-0956025, CHE-1057466]
- Department of Energy, Office of Basic Sciences [DE-FG02-97-ER14748]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1361178] Funding Source: National Science Foundation
Ask authors/readers for more resources
In an attempt to produce the 2-norbornyl cation (2NB(+)) in the gas phase, protonation of norbornene was accomplished in a pulsed discharge ion source coupled with a supersonic molecular beam. The C7H11+ cation was size-selected in a time-of-flight mass spectrometer and investigated with infrared laser photodissociation spectroscopy using the method of tagging with argon. The resulting vibrational spectrum, containing sharp bands in the C-H stretching and fingerprint regions, was compared to that predicted by computational chemistry. However, the measured spectrum did not match that of 2NB(+), prompting a detailed computational study of other possible isomers of C7H11+. This study finds five isomers more stable than 2NB(+). The spectrum obtained corresponds to the 1,3-dimethylcyclopentenyl cation, the global minimum-energy structure for C7H11+, which is produced through an unanticipated ring-opening rearrangement path.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available