Reactions of ferrocenyl amines and alcohols with hexachlorocyclotriphosphazene

Article abstract of DOI:10.1080/10426509708545652

The reactions of ferrocenyl methanol, ferrocenyl 2-propanol and N-methyl-2-ferrocenylmethylamine with chlorocyclophosphazenes have been examined. The pentachlorocyclotriphosphazene derivative of ferrocenylmethanol undergoes rapid decomposition via a phosphazene-phosphazane rearrangement, however when the alcohol function is β to the cyclopentadienyl ring modest yields of N₃P₃Cl₅OCHMeCH₂C₅H ₄FeCp may be obtained. By way of contrast N-methyl-2-ferrocenylmethylamine gives a broad range of stable derivatives, N₃P₃Cl_6-n[NMeCH₂C₅H ₄FeCp]_n(n=1-3). The substitution process follows a predominantly trans non-geminal pathway. The corresponding reaction with the butylmethacrylate derivative, N₃P₃Cl₅O(CH₂) ₄OC(O)CMe=CH₂ leads to the unexpected geminal product, 2,2′-N₃P₃Cl₄[O(CH₂) ₄OC(O)CMe=CH₂]NMeCH₂C₅H ₄FeCp. Polymers containing the 2-ferrocenylmethylamine function have been obtained by reactions of poly(dichlorophosphazene) with the ferrocenylamine and by radical addition polymerization of the aforementioned mixed ferrocenylamino butylmethacrylphosphazene. The new materials have been characterized by standard methologies including ³¹P NMR spectroscopy, cyclic voltametry and gel permeation chromatography.

Full text of DOI:10.1080/10426509708545652

This article was downloaded by: [Laurentian University]
On: 04 October 2014, At: 05:55
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 Ferrocenyl
Amines and Alcohols with
Hexachlorocyclotriphosphazene
Christopher W. Allen & Charles N. Myer
a
Department of Chemistry , University of
Vermont Burlington , VT 05405-0125, USA
b
Department of Chemistry , University of
Vermont Burlington , VT 05405-0125, USA
Published online: 02 Apr 2008.
To cite this article: Christopher W. Allen & Charles N. Myer (1997) Reactions
of Ferrocenyl Amines and Alcohols with Hexachlorocyclotriphosphazene,
Phosphorus, Sulfur, and Silicon and the Related Elements, 124:1, 431-435, DOI:
10.1080/10426509708545652
To link to this article: http://dx.doi.org/10.1080/10426509708545652
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