Absolute configurational assignments of secondary amines by CD-sensitive dimeric zinc porphyrin host.

  title={Absolute configurational assignments of secondary amines by CD-sensitive dimeric zinc porphyrin host.},
  author={Xuefei Huang and Naoko Fujioka and Gennaro Pescitelli and Frank E. Koehn and Robert Thomas Williamson and Kōji Nakanishi and Nina Berova},
  journal={Journal of the American Chemical Society},
  volume={124 35},
A general chiroptical protocol for determination of absolute configuration of secondary amines including acyclic and cyclic aliphatic amines, aromatic amines, amino acids, and amino alcohols is described. The chiral substrate is linked to the achiral carrier moiety (3-N-Boc-amino-propyl-N-Boc-amino)acetic acid 1 (BocHNCH(2)CH(2)CH(2)BocNCH(2)COOH), which after deprotection, yields a bidentate conjugate, capable of forming a 1:1 host/guest complex with dimeric zinc porphyrin host 2. As in the… 
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