Highly Regioselective Hydroaminomethylation of Terminal Olefins to Linear Amines Using Rh Complexes with a Tetrabi Phosphorus Ligand
✍ Scribed by Guodu Liu; Kexuan Huang; Chaoxian Cai; Bonan Cao; Mingxin Chang; Prof. Wenjun Wu; Prof. Xumu Zhang
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- English
- Weight
- 208 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0947-6539
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✦ Synopsis
Abstract
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).