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Geometrically enforced donor-facilitated dehydrocoupling leading to an isolable arsanylidine-phosphorane

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Date
04/2014
Author
Chalmers, Brian Alexander
Buehl, Michael
Athukorala Arachchige, Kasun Sankalpa
Slawin, Alexandra Martha Zoya
Kilian, Petr
Keywords
Dehydrocoupling
Arsanylidine-Phosphorane
Cyclooligoarsines
Catenated structures
QD Chemistry
BDC
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Abstract
A proximate Lewis basic group facilitates the mild dehydrogenative P–As intramolecular coupling in the phosphine-arsine peri-substituted acenaphthene 3 , affording thermally and hydrolytically stable arsanylidine-phosphorane 4 with a sterically accessible two-coordinate arsenic atom. The formation of 4 is thermoneutral due to the dehydrogenation being concerted with the donor coordination. Reaction of 4 with a limited amount of oxygen reveals arsinidene-like reactivity via formation of cyclooligoarsines, supporting the formulation of the bonding in 4 as base-stabilized arsinidene R3P→AsR.
Citation
Chalmers , B A , Buehl , M , Athukorala Arachchige , K S , Slawin , A M Z & Kilian , P 2014 , ' Geometrically enforced donor-facilitated dehydrocoupling leading to an isolable arsanylidine-phosphorane ' , Journal of the American Chemical Society , vol. 136 , no. 17 , pp. 6247-6250 . https://doi.org/10.1021/ja502625z
Publication
Journal of the American Chemical Society
Status
Peer reviewed
DOI
https://doi.org/10.1021/ja502625z
ISSN
0002-7863
Type
Journal article
Rights
Copyright © 2014 American Chemical Society. This is an open access article available under the terms of the of the Creative Commons Attribution 4.0 International license. Any use of the article is subject to the following conditions: The authors' moral right to the integrity of their work under the Berne Convention (Article 6bis) is not compromised & where content in the article is identified as belonging to a third party, it is your responsibility to ensure that any reuse complies with copyright policies of the owner.
Description
This work was made open access through funds from the RCUK open access block grant.
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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/4822

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