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.
Bibliographical noteFunding Information:
This work was supported by the Ministry of Science & Technology of Korea through NRL (R0A-2006-000-10269-0), SRC program of KOSEF (R11-2005-008-000000), KRF (2004-005-C00093), and R01-2006-10696 from the Korea Science and Engineering Foundation.
- Enantioselective recognition