Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues
  • Nandhakumar, Raju
  • Soo, Ahn Yun
  • Hong, Jooyeon
  • Ham, Sihyun
  • Kim, Kwan Mook
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초록

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 H-1 NMR. The DFT calculation strongly supports complementary hydrogen bonding between alcoholic -OH and Pyrrolyl groups. (c) 2008 Elsevier Ltd. All rights reserved.

키워드

Enantioselective recognitionAminoalcoholPyrrole-2-carboxamideAMINO-ACID DERIVATIVESASSISTED HYDROGEN-BONDSCHIRAL RECOGNITIONENANTIOMERIC RECOGNITIONMOLECULAR RECOGNITIONALCOHOLSTHERMOCHEMISTRYEXTRACTIONWATER
제목
Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues
저자
Nandhakumar, RajuSoo, Ahn YunHong, JooyeonHam, SihyunKim, Kwan Mook
DOI
10.1016/j.tet.2008.11.022
발행일
2009-01
유형
Article
저널명
Tetrahedron
65
3
페이지
666 ~ 671