Reactions of asymmetrically substituted o-quinones: 3,5-di-tert-butyl-1,2-benzoquinone with triphenyl-phosphine, -arsine, -stibine, their oxides and trialkyl phosphates

Article abstract of DOI:10.1080/10426509708043547

The entitled quinone 4 reacts with triphenylphosphine (3a) and triphenylarsine (3b) to give the cyclic products 12a and 12b, respectively. The same quinone reacts with triphenylstibine (3c) to yield the stibine-methylene 17. The reaction of oxides of 3a-c (5a-c) and trialkyl phosphates 6a-c with the same quinone 4 affords hydrogen bonded complexes 13a-c and o-quinol monophosphates 23a-c, respectively. In both cases compound 22 is the other product. Possible reaction mechanisms are proposed to explain the formation of the new adducts.

Full text of DOI:10.1080/10426509708043547

This article was downloaded by: [University of California Santa Cruz]
On: 12 November 2014, At: 22:00
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered office:
Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Phosphorus, Sulfur, and Silicon and the
Related Elements
Publication details, including instructions for authors and subscription
information:
http://www.tandfonline.com/loi/gpss20
REACTIONS OF ASYMMETRICALLY
SUBSTITUTED O-QUINONES: 3,5-DI-
TERT-BUTYL-1,2-BENZOQUINONE WITH
TRIPHENYL-PHOSPHINE, -ARSINE, -STIBINE,
THEIR OXIDES AND TRIALKYL PHOSPHATES
a b
a
a
Wafaa M. Abdou
, Yehia O. Elkhoshneih & Azza A. Kamel
a
National Research Centre , Dokki, Cairo, Egypt
b
Dept of Pest Chem , National Research Centre , Tahrir St, Dokki, Cairo,
Egypt
Published online: 04 Oct 2006.
To cite this article: Wafaa M. Abdou , Yehia O. Elkhoshneih & Azza A. Kamel (1997) REACTIONS OF
ASYMMETRICALLY SUBSTITUTED O-QUINONES: 3,5-DI-TERT-BUTYL-1,2-BENZOQUINONE WITH TRIPHENYL-
PHOSPHINE, -ARSINE, -STIBINE, THEIR OXIDES AND TRIALKYL PHOSPHATES, Phosphorus, Sulfur, and Silicon
and the Related Elements, 126:1, 75-88, DOI: 10.1080/10426509708043547
To link to this article: http://dx.doi.org/10.1080/10426509708043547
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the
“
Content”) contained in the publications on our platform. However, Taylor & Francis, our
agents, and our licensors make no representations or warranties whatsoever as to the
accuracy, completeness, or suitability for any purpose of the Content. Any opinions and views
expressed in this publication are the opinions and views of the authors, and are not the views
of or endorsed by Taylor & Francis. The accuracy of the Content should not be relied upon
and should be independently verified with primary sources of information. Taylor and Francis
shall not be liable for any losses, actions, claims, proceedings, demands, costs, expenses,
damages, and other liabilities whatsoever or howsoever caused arising directly or indirectly in
connection with, in relation to or arising out of the use of the Content.
This article may be used for research, teaching, and private study purposes. Any substantial
or systematic reproduction, redistribution, reselling, loan, sub-licensing, systematic supply, or
distribution in any form to anyone is expressly forbidden. Terms & Conditions of access and
use can be found at http://www.tandfonline.com/page/terms-and-conditions