1999
DOI: 10.1002/(sici)1099-0690(199907)1999:7<1701::aid-ejoc1701>3.0.co;2-6
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Grafting of Tetraazamacrocycles on the Surface of Phosphorus-Containing Dendrimers

Abstract: Three types of tetraazamacrocycles (1,4,8,11‐tetraazacyclotetradecane, 1,4,8,12‐tetraazacyclopentadecane, and 1,4,8,11‐tetraazacyclotetradecane‐5,7‐dione) are grafted on the surface of phosphorus‐containing dendrimers possessing P(S)Cl2 end groups (for generations 1 and 3: this corresponds to three and twelve macrocycles, respectively) and on the model compound PhCHNN(Me)P(S)Cl2. Depending on the nature of the macrocycle, the reaction induces the formation of five‐membered rings (diazaphospholanes) or of six‐… Show more

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Cited by 17 publications
(12 citation statements)
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“…To study the reactivity of the resulting phenol 3 , we performed a nucleophilic substitution reaction on a model molecule, 4 ,19 containing the same functional groups as in the phosphorus dendrimers we wished to use. Under basic media in THF, at 50 °C, the first organocatalyst, 5 , prepared in this work was obtained in 94 % yield (Scheme ) 20.…”
Section: Resultsmentioning
confidence: 99%
“…To study the reactivity of the resulting phenol 3 , we performed a nucleophilic substitution reaction on a model molecule, 4 ,19 containing the same functional groups as in the phosphorus dendrimers we wished to use. Under basic media in THF, at 50 °C, the first organocatalyst, 5 , prepared in this work was obtained in 94 % yield (Scheme ) 20.…”
Section: Resultsmentioning
confidence: 99%
“…Preparation of 12: A mixture of PhCH=NN(Me)P(S)Cl 2 (0.20 g, 0.75 mmol),23 PhOH (0.15 g, 1.64 mmol), and Cs 2 CO 3 (1.02 g, 3.13 mmol) in THF (2 mL) was stirred at room temperature overnight. The salts were filtered after centrifugation, and the solvent was evaporated.…”
Section: Methodsmentioning
confidence: 99%
“…These reactions led for instance to multitri-or multitetra-functionalized dendrimers, meaning dendrimers having simultaneously three [40] or four [11] types of functional groups on the surface, such as compounds 18-G n and 19-G n (Scheme 8). Tetraazamacrocycles were also grafted to dendrimers in this way [41]. A particular illustration of the reactivity of P(S)Cl 2 end groups with amines is given by the reaction of dendrimers 1-G n Phosphorus-Containing Dendrimers: From Material Science to Biology 479 FIGURE 2 Structure of the third generation dendrimer complex 14-G 3 .…”
Section: Methodsmentioning
confidence: 99%