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

doi:10.1016/j.tet.2008.11.022

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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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WEB OF SCIENCE

15

Citations

SCOPUS

19

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 recognition; Aminoalcohol; Pyrrole-2-carboxamide; AMINO-ACID DERIVATIVES; ASSISTED HYDROGEN-BONDS; CHIRAL RECOGNITION; ENANTIOMERIC RECOGNITION; MOLECULAR RECOGNITION; ALCOHOLS; THERMOCHEMISTRY; EXTRACTION; WATER

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

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

DOI: 10.1016/j.tet.2008.11.022

발행일: 2009-01

유형: Article

저널명: Tetrahedron

권: 65

호: 3

페이지: 666 ~ 671

언어: ENG

출판사: PERGAMON-ELSEVIER SCIENCE LTD

발행국가: 영국

분량: 6 페이지

ISSN: P 0040-4020