Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
A variety of dendrimers up to generation 7 possessing terminal P(S)Cl2, (3-[G1]-3-[G7]) or P(O)Cl2, (7-[G1]-7-[G3], 7-[G3, 7-[G7) have been tri- and tetrafunctionalized. Selective monosubstitution of P(X)Cl2 (X = S, 0) termini with allylamine or propargylamine gave the trifunctionalized dendrimers 5-[G1], 5-[G7], 8-[G1], 8-[G3], 10[G1], 11-[G4], ll-[G4], 12-[G1]-12-[G3], 12-[G5], and 12-[G7]. Reaction of dendrimers 4-[G1] and 4-[G4], possessing terminal P(S)[N-allyl) fragments, with propargylamine afforded trifunctionalized dendrimers l4-[G1 and l4-[G4]. Multiply trifunctionalized macromolecules 13-[G2] and 13-[G3] with P(S)(NH-allyl)(NH-propargyl) moieties at the surface were prepared by treatment of 8-[G2] and 8-[G3] with propargylamine. Dendrimers 15-[G1]-l5-[G3] and l6-[G1]-l6-[G3] with P(O)(NH-allyl)(OC6H4CHO) and P(O)(NH-propargyl)(OC6H4CHO) termini were also synthesized. Reaction of hydrazine or cyanomethylenetriphenylphosphorane (17) with compounds 15-[G1], 15-[G3], and 16-[G1]-16-[G3] led to the multiply tetrafunctionalized dendrimers 18-[G1], 18-[G3], 19-[G1], 20-[G1]-20-[G3], 21-[G1], and 21-[G2].
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