Hydroaminoalkylation (HAA) is demonstrated to be a promising postpolymerization route to catalytically prepare amine-functionalized atactic polypropylene. Using a recently reported tantalum catalyst supported by a N,O-chelating cyclic ureate ligand, vinyl-terminated polypropylene (VTPP) is transformed into both aryl and alkyl secondary amine-terminated polyolefins. Early transition-metal-catalyzed hydroaminoalkylation avoids protection/deprotection protocols typically required for secondary amine synthesis. This single-step reaction can be performed at multigram scale with minimal solvent and is atom economic, thereby allowing for optimized product isolation. Materials are characterized by multinuclear NMR spectroscopy, IR spectroscopy, DSC, and TGA. The utility of the reactive and unprotected amine terminus is highlighted by the installation of a fluorescent end group and the assembly of a graft copolymer by condensation of the secondary amine terminus with carboxylic acid moieties.

中文翻译：

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商品聚合物到功能性胺化材料：通过氢化氨基烷基化的一步和原子经济合成

氢氨基烷基化（HAA）被证明是催化制备胺官能化无规聚丙烯的一种有前途的后聚合途径。使用最近报道的由N , O负载的钽催化剂-螯合环状脲酸酯配体，乙烯基封端的聚丙烯 (VTPP) 被转化为芳基和烷基仲胺封端的聚烯烃。早期过渡金属催化的加氢氨基烷基化避免了仲胺合成通常需要的保护/去保护协议。这种单步反应可以用最少的溶剂以多克规模进行，并且是原子经济的，从而可以优化产物分离。材料通过多核 NMR 光谱、IR 光谱、DSC 和 TGA 进行表征。通过安装荧光端基和通过仲胺末端与羧酸部分的缩合组装接枝共聚物，突出了反应性和未保护的胺末端的效用。