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Título
Polyphosphazenes for the Stille reaction: A new type of recyclable stannyl reagents
Autor
Año del Documento
2016
Editorial
Royal Society of Chemistry
Descripción
Producción Científica
Documento Fuente
Dalton Transactions, 2016,45, p.. 2227-2236
Résumé
The random phosphazene copolymer {[N=P((CH2)7-Br)Ph]0,5[N=PMePh]0,5}n (2) and the block copolyphosphazene {[N=P((CH2)7-Br)Ph]25[N=PMePh]20}-b-[N=P(O2C12H8)]55 (5), having a branch with two randomly distributed units, have been synthesized and used as precursors for the stannyl derivatives {[N=P((CH2)7-SnBu2An)Ph]0,5[N=PMePh]0,5}n (3) and
{[N=P((CH2)7-SnBu2An)Ph]25[N=PMePh]20}-b-[N=P(O2C12H8)]55 (6, An = p-MeOC6H4). Polymers 3 and 6 were tested as recyclable tin reagents in the Stille cross-coupling reaction with C6H5I, using various Pd catalysts and different experimental conditions. Polymer 6 can be recycled without significant release of tin, but its efficiency decreased after three consecutive cycles. This effect was explained by studying the self-assembly of the polymer under the same conditions used for the catalytic experiments, which evidenced the progressive coalescence of the polymeric vesicles (polymersomes) leading to stable and bigger core-shell aggregates by the attraction of the [N=P(O2C12H8)] rich membranes, thus decreasing the accessibility of the tin active centers.
Materias (normalizadas)
Polyphosphazenes
ISSN
1477-9226
Revisión por pares
SI
Patrocinador
Junta de Castilla y León (programa de apoyo a proyectos de investigación – Ref. VA302U13)
Ministerio de Economía, Industria y Competitividad (CTQ2014-56345)
Ministerio de Economía, Industria y Competitividad (CTQ2013-48406-P)
Universidad de Oviedo (Project UNOV-13-EMERG-GIJON-08)
Ministerio de Economía, Industria y Competitividad (CTQ2014-56345)
Ministerio de Economía, Industria y Competitividad (CTQ2013-48406-P)
Universidad de Oviedo (Project UNOV-13-EMERG-GIJON-08)
Idioma
eng
Derechos
openAccess
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