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Review

The Usefulness of Trivalent Phosphorus for the Synthesis of Dendrimers

1
Laboratoire de Chimie de Coordination du CNRS, UPR 8241, 205 Route de Narbonne, BP 44099, CEDEX 4, 31077 Toulouse, France
2
LCC-CNRS, Université de Toulouse, CNRS, Toulouse, France
*
Author to whom correspondence should be addressed.
Molecules 2021, 26(2), 269; https://doi.org/10.3390/molecules26020269
Received: 15 December 2020 / Revised: 4 January 2021 / Accepted: 5 January 2021 / Published: 7 January 2021
(This article belongs to the Special Issue Organic Chemistry Including Heteroatoms)
Dendrimers are hyperbranched macromolecules, which are synthesized step-by-step by the repetition of a series of reactions. While many different types of dendrimers are known, this review focusses on the use of trivalent phosphorus derivatives (essentially phosphines and phosphoramidites) for the synthesis of dendrimers. The first part presents dendrimers constituted of phosphines at each branching point. The other parts display the use of trivalent phosphorus derivatives during the synthesis of dendrimers. Different types of reactions have been applied to phosphines. The very first examples of phosphorus-containing dendrimers were obtained by the alkylation of phosphines. Then, several families of dendrimers were elaborated by reaction of phosphoramidites. Such a type of reaction is the base of the solid phase synthesis of oligonucleotides; it has been applied in particular for the synthesis of dendrimers constituted of oligonucleotides. Finally, the Staudinger reaction between phosphines and azides afforded different families of dendrimers, and was at the origin of accelerated methods of synthesis of dendrimers. Besides, the reactivity of the P=N-P=S linkages created by this reaction led to very original dendritic structures. View Full-Text
Keywords: dendrimers; phosphines; Staudinger reaction; phosphoramidites; alkylation dendrimers; phosphines; Staudinger reaction; phosphoramidites; alkylation
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MDPI and ACS Style

Caminade, A.-M.; Moineau-Chane Ching, K.I.; Delavaux-Nicot, B. The Usefulness of Trivalent Phosphorus for the Synthesis of Dendrimers. Molecules 2021, 26, 269. https://doi.org/10.3390/molecules26020269

AMA Style

Caminade A-M, Moineau-Chane Ching KI, Delavaux-Nicot B. The Usefulness of Trivalent Phosphorus for the Synthesis of Dendrimers. Molecules. 2021; 26(2):269. https://doi.org/10.3390/molecules26020269

Chicago/Turabian Style

Caminade, Anne-Marie, Kathleen I. Moineau-Chane Ching, and Béatrice Delavaux-Nicot. 2021. "The Usefulness of Trivalent Phosphorus for the Synthesis of Dendrimers" Molecules 26, no. 2: 269. https://doi.org/10.3390/molecules26020269

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