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Synthesis and Characterization of Phosphorus Dendrimers Containing Long, Conjugated Branches
Author(s) -
Magro Germinal,
Marchand Patrice,
Sebastián RosaMaría,
GuyardDuhayon Carine,
Caminade AnneMarie,
Majoral JeanPierre
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400679
Subject(s) - chemistry , dendrimer , conjugated system , nucleophilic substitution , stereochemistry , planarity testing , nucleophile , phosphorus , condensation reaction , crystallography , polymer chemistry , organic chemistry , polymer , catalysis
The synthesis of a new family of phosphorus dendrimers is described up to the fifth generation (96 end‐groups). The reaction is based on the nucleophilic substitution of P(S)Cl 2 end‐groups by 4‐hydroxy‐3‐methoxycinnamaldehyde, and by the condensation of CHO end‐groups with a dichlorophosphorhydrazide. The structure of the first generation has been determined by X‐ray diffraction. This structure shows that the OC 6 H 3 CH=CHCH=NNMeP(S) linkage is close to planarity, which indicates an extended conjugation of this linkage that leads to a semi‐rigid skeleton for these dendrimers. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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