Phosphate-, Phosphite-, Ylide-, and Phosphonate-Terminated Dendrimers

Abstract

Many types of tri- and tetracoordinated phosphorus derivatives have been grafted on the surface of dendrimers, starting from aldehyde terminal functions. Depending on the solubility of the resulting phosphorylated dendrimers, these experiments have been carried out on generation 1 (six end groups) for phosphate- ( 4-[G 1 ] ), phosphinite- ( 6-[G 1 ] ), and ylide-terminated ( 11-[G 1 ] ) dendrimers and up to generation 5 (96 end groups) for aminophosphate- ( 8-[G 1 ], 8-[G 5 ] ), aminophosphite ( 10-[G 1 ], 10-[G 5 ] ), and functionalized phosphonate-terminated (14-[G 1 ]−14-[G 5 ], 15-[G 1 ], 15-[G 5 ], 17-[G 1 ], 19-[G 1 ], 19-[G 5 ] ) dendrimers. Most of the phosphonate-terminated dendrimers present an unexpected long-range phosphorus−phosphorus coupling constant through seven bonds (3.8 < 7 J PP < 4.5 Hz).