Highly Regioselective Hydroaminomethylation of Terminal Olefins to Linear Amines Using Rh Complexes with a Tetrabi Phosphorus Ligand | Zendy

Liu Guodu | Zendy; Huang Kexuan | Zendy; Cai Chaoxian | Zendy; Cao Bonan | Zendy; Chang Mingxin | Zendy; Wu Wenjun | Zendy; Zhang Xumu | Zendy

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Highly Regioselective Hydroaminomethylation of Terminal Olefins to Linear Amines Using Rh Complexes with a Tetrabi Phosphorus Ligand

Author(s) -

Liu Guodu,

Huang Kexuan,

Cai Chaoxian,

Cao Bonan,

Chang Mingxin,

Wu Wenjun,

Zhang Xumu

Publication year - 2011

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201103073

Subject(s) - regioselectivity , chemoselectivity , chemistry , amine gas treating , ligand (biochemistry) , yield (engineering) , medicinal chemistry , rhodium , selectivity , substrate (aquarium) , hydroamination , organic chemistry , catalysis , materials science , receptor , biochemistry , oceanography , metallurgy , geology

A highly regioselective hydroaminomethylation of terminal olefins catalyzed by Rh complexes with 2, 2′, 6, 6′‐tetrakis ((diphenylphosphino)methyl)‐1, 1′‐biphenyl (Tetrabi) ligand has been developed. Up to 99 % amine selectivity, 168 linear/branched amine product ratio ( n/i ), and 97.4 % linear amine yield has been obtained at a substrate/rhodium precursor ratio (S/Rh) of 1000 with this methodology. The turnover number was achieved 6930 at 10000 S/Rh ratio, and the n/i can reach up to >525. Several different olefins and secondary amines have been applied successfully with high chemoselectivity (99 %), yield (>98 %), and regioselectivity (>120).

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