Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers

New functional monomers bearing a methacrylate, a bisphosphonate function and, for most, an internal carboxylate group, were prepared for incorporation into copolymers with adhesive or anticorrosive properties. Methanolysis of some trimethylsilyl bisphosphonate esters not only deprotects the desired...

Descripción completa

Detalles Bibliográficos
Autores principales: Chougrani, Kamel, Niel, Gilles, Boutevin, Bernard, David, Ghislain
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079116/
https://www.ncbi.nlm.nih.gov/pubmed/21512600
http://dx.doi.org/10.3762/bjoc.7.46
_version_ 1782202003371327488
author Chougrani, Kamel
Niel, Gilles
Boutevin, Bernard
David, Ghislain
author_facet Chougrani, Kamel
Niel, Gilles
Boutevin, Bernard
David, Ghislain
author_sort Chougrani, Kamel
collection PubMed
description New functional monomers bearing a methacrylate, a bisphosphonate function and, for most, an internal carboxylate group, were prepared for incorporation into copolymers with adhesive or anticorrosive properties. Methanolysis of some trimethylsilyl bisphosphonate esters not only deprotects the desired bisphosphonate function but also regioselectively cleaves the alkyl ester function without affecting the methacrylate ester.
format Text
id pubmed-3079116
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-30791162011-04-21 Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers Chougrani, Kamel Niel, Gilles Boutevin, Bernard David, Ghislain Beilstein J Org Chem Full Research Paper New functional monomers bearing a methacrylate, a bisphosphonate function and, for most, an internal carboxylate group, were prepared for incorporation into copolymers with adhesive or anticorrosive properties. Methanolysis of some trimethylsilyl bisphosphonate esters not only deprotects the desired bisphosphonate function but also regioselectively cleaves the alkyl ester function without affecting the methacrylate ester. Beilstein-Institut 2011-03-25 /pmc/articles/PMC3079116/ /pubmed/21512600 http://dx.doi.org/10.3762/bjoc.7.46 Text en Copyright © 2011, Chougrani et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Chougrani, Kamel
Niel, Gilles
Boutevin, Bernard
David, Ghislain
Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
title Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
title_full Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
title_fullStr Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
title_full_unstemmed Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
title_short Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
title_sort regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079116/
https://www.ncbi.nlm.nih.gov/pubmed/21512600
http://dx.doi.org/10.3762/bjoc.7.46
work_keys_str_mv AT chougranikamel regioselectiveestercleavageduringthepreparationofbisphosphonatemethacrylatemonomers
AT nielgilles regioselectiveestercleavageduringthepreparationofbisphosphonatemethacrylatemonomers
AT boutevinbernard regioselectiveestercleavageduringthepreparationofbisphosphonatemethacrylatemonomers
AT davidghislain regioselectiveestercleavageduringthepreparationofbisphosphonatemethacrylatemonomers

Ejemplares similares