Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues

Raju Nandhakumar, Ahn Yun Soo, Jooyeon Hong, Sihyun Ham, Kwan Mook Kim

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Novel binol receptor with pyrrole-2-carboxamide moiety and its analogues have been designed, synthesized, and used to enantioselectively recognize 1,2-aminoalcohols via multiple hydrogen bonding. The pyrrole-based binol receptor showed the highest enantioselectivity among the four receptors as determined by the 1H NMR. The DFT calculation strongly supports complementary hydrogen bonding between alcoholic -OH and pyrrolyl groups.

Original languageEnglish
Pages (from-to)666-671
Number of pages6
JournalTetrahedron
Volume65
Issue number3
DOIs
StatePublished - 17 Jan 2009

Keywords

  • Aminoalcohol
  • Enantioselective recognition
  • Pyrrole-2-carboxamide

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