Polyaminophosphine Containing Dendrimers. Syntheses and Characterization

Galliot, Christophe; Prévôté, Delphine; Caminade, Anne‐Marie; Majoral, Jean‐Pierre

doi:10.1021/ja00125a006

Cited by 92 publications

(42 citation statements)

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“…Another set of dendrimers containing crown ethers have been reported by Majoral and co-workers, who reported organophosphine dendrimers similar to 8 peripherally substituted with crown ether moieties. [37,46] Also, Percec and co-workers reported the supramolecular assembly of crown ethers functionalized with a branched, liquid-crystalline moiety. [47] Although just single branched, these are worth mentioning as they form an intriguing homeotropic hexagonal columnar liquid-crystalline phase similar to the motif used in assembly of the tobacco mosaic virus.…”

Section: Metallodendrimer Binding: Sensing and Imagingmentioning

confidence: 99%

Metallodendrimers: Structural Diversity and Functional Behavior

Gorman¹

1998

Adv. Mater.

221

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Section: Metallodendrimer Binding: Sensing and Imagingmentioning

confidence: 99%

Metallodendrimers: Structural Diversity and Functional Behavior

Gorman¹

1998

Adv. Mater.

221

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“…[2] Furtherbetween phosphanes 1a؊f and phosphorylated azides 2؊4 more, the PϭNϪPϭS linkages included in phosphorus-(Scheme 1). In all cases, the reaction proceeds rapidly at containing dendrimers [3] display a versatile and chemoselecroom temperature with evolution of nitrogen as sole bytive reactivity [4] which leads to the unprecedented grafting product, and leads to compounds 5 (X ϭ S) and 6 (X ϭ of various functional groups [5] or new branches [6] within O) in quantitative yields as crude products and in very good the dendritic architecture when and where desired.…”

mentioning

confidence: 99%

“…An analogous behavior is The reaction is monitored by 31 P-NMR spectroscopy, which shows the appearance of two doublets at δ ϭ 143.9 observed with trimethylsilyl triflate. The oxophilicity of silicon induces the formation of the cationic compound 11f (P:) and 9.9 (PϭN) ( 2 J PP ϭ 32 Hz) for 12f and one singlet at δ ϭ 68 for [MeSϪP(NMe 2 ) 3 ] ϩ . These data indicate that from 6f (Scheme 5).…”

mentioning

confidence: 99%

N-Thiophosphorylated andN-Phosphorylated Iminophosphoranes [R3P=N–P(X)R′2; × = O, S] as Models for Dendrimers: Synthesis, Reactivity and Crystal Structures

Larré

Donnadieu

Caminade

et al. 1999

Eur. J. Inorg. Chem.

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Several R3P=N–P(X)R′2 and Fe[C5H4Ph2P=N–P(X)R′2]2 derivatives (X = S, O) are readily obtained from Staudinger reactions between phosphanes and N3–P(X)R′2. The P=N–P=X groups are easily alkylated on the × atom with methyl or isopropyl triflates. The alkylation induces a lengthening of the P–X bond, as shown by X‐ray diffraction studies. This corresponds to a weakening of the P–X bond which can be cleaved with P(NMe2)3 to yield [P=N–P:] linkages. The presence of tricoordinated phosphorus atoms opens the way to a versatile reactivity, including the reaction with alkyl iodides and functionalized azides. These molecules are good models for screening which types of reagents and reactions could be used with macromolecules possessing also P=N–P=X linkages, such as dendrimers.

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“…The repetition of these two steps allows to build the dendrimer [5], the growth of which is easily monitored by 31 P NMR spectroscopy. The largest compound we have isolated is the twelfth generation 1-G 12 , which is also the largest compound theoretically accessible because of the crowding of the surface [6]. This compound is also the highest generation obtained up to now for any type of dendrimer.…”

Section: Synthesesmentioning

confidence: 86%