Synthesis of polymers with primary amino end groups, 2. Synthesis of polyisoprene with primary amino end groups and poly(isoprene‐b‐γ‐benzyl‐L‐glutamate)s

Primary amine terminated polyisoprene 2 was produced by reaction of anionic living polyisoprene with one of the following protected aminating reagents: N-(benzylidene)trimethylsilylamine (1a). N-(1-phenylpentylidene)trimethylsilylamine (1b), N-benzylidenebenzenesulfeneamide (1c), or N,N-bis(trimethylsilyl)-2-bromoethylamine (3). Especially with 1a, the terminal amino group was quantitatively introduced at the end of the polymer chain. 2 was found to initiate the polymerization of the N-carboxy anhydride of γ-benzyl-L-glutamate 5 to afford poly(isoprene-b-γ-benzyl-L-glutamate) (6).