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Synthesis and reactivity of the methylene arenium form of a benzyl cation, stabilized by complexation
Year:
2006
Authors :
Poverenov, Elena
;
.
Volume :
128
Co-Authors:
Poverenov, E., Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel
Leitus, G., Unit of Chemical Research Support, Weizmann Institute of Science, Rehovot 76100, Israel
Milstein, D., Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel
Facilitators :
From page:
16450
To page:
16451
(
Total pages:
2
)
Abstract:
Benzyl cations are unstable intermediates involved in various chemical and biological processes. Two extreme resonance forms of these cations include positive charge localization at the methylene carbon or delocalization in the ring, the latter, nonaromatic form, termed "methylene arenium". The preparation of the discrete methylene arenium compound, stabilized by coordination to a metal (palladium) center, is described. It was fully characterized, including by X-ray diffraction. Reactivity patterns, resulting from charge distribution in the ring, were observed. Upon controlled release of the methylene arenium compound into solution, it demonstrates aromatic benzyl cation reactivity. Copyright © 2006 American Chemical Society.
Note:
Related Files :
Cations
infrared spectroscopy
Models, Molecular
Molecular structure
Organometallic Compounds
Synthesis
X ray diffraction
Show More
Related Content
More details
DOI :
10.1021/ja067298z
Article number:
Affiliations:
Database:
Scopus
Publication Type:
article
;
.
Language:
English
Editors' remarks:
ID:
31147
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 01:00
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Scientific Publication
Synthesis and reactivity of the methylene arenium form of a benzyl cation, stabilized by complexation
128
Poverenov, E., Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel
Leitus, G., Unit of Chemical Research Support, Weizmann Institute of Science, Rehovot 76100, Israel
Milstein, D., Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel
Synthesis and reactivity of the methylene arenium form of a benzyl cation, stabilized by complexation
Benzyl cations are unstable intermediates involved in various chemical and biological processes. Two extreme resonance forms of these cations include positive charge localization at the methylene carbon or delocalization in the ring, the latter, nonaromatic form, termed "methylene arenium". The preparation of the discrete methylene arenium compound, stabilized by coordination to a metal (palladium) center, is described. It was fully characterized, including by X-ray diffraction. Reactivity patterns, resulting from charge distribution in the ring, were observed. Upon controlled release of the methylene arenium compound into solution, it demonstrates aromatic benzyl cation reactivity. Copyright © 2006 American Chemical Society.
Scientific Publication
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