Self-assembled receptors for enantioselective recognition of chiral carboxylic acids in a highly cooperative manner

Tsutomu Ishi-I; Mercedes Crego-Calama; Peter Timmerman; David N. Reinhoudt; Seiji Shinkai

doi:10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H

Self-assembled receptors for enantioselective recognition of chiral carboxylic acids in a highly cooperative manner

Tsutomu Ishi-I
, Mercedes Crego-Calama
, Peter Timmerman
, David N. Reinhoudt
, Seiji Shinkai

Research output: Contribution to journal › Article › peer-review

62 Citations (Scopus)

Abstract

Stereospecific recognition of substrate molecules for certain chiral carboxylic acids is achieved by a noncovalent receptor system based on acid-base interactions of amino groups in the host system with the carboxylic acids. Enantioselectivity in the binding process is caused by secondary interactions with a chiral platform that preorganizes the amino functionalities (see scheme).

Original language	English
Pages (from-to)	1924-1929
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	41
Issue number	11
DOIs	https://doi.org/10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H
Publication status	Published - Jun 3 2002
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

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10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H

Cite this

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title = "Self-assembled receptors for enantioselective recognition of chiral carboxylic acids in a highly cooperative manner",

abstract = "Stereospecific recognition of substrate molecules for certain chiral carboxylic acids is achieved by a noncovalent receptor system based on acid-base interactions of amino groups in the host system with the carboxylic acids. Enantioselectivity in the binding process is caused by secondary interactions with a chiral platform that preorganizes the amino functionalities (see scheme).",

keywords = "Acid-base complexation, Chirality, Host-guest systems, Hydrogen bonds, Noncovalent interactions, Supramolecular chemistry",

author = "Tsutomu Ishi-I and Mercedes Crego-Calama and Peter Timmerman and Reinhoudt, \{David N.\} and Seiji Shinkai",

year = "2002",

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doi = "10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H",

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journal = "Angewandte Chemie - International Edition",

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T1 - Self-assembled receptors for enantioselective recognition of chiral carboxylic acids in a highly cooperative manner

AU - Ishi-I, Tsutomu

AU - Crego-Calama, Mercedes

AU - Timmerman, Peter

AU - Reinhoudt, David N.

AU - Shinkai, Seiji

PY - 2002/6/3

Y1 - 2002/6/3

N2 - Stereospecific recognition of substrate molecules for certain chiral carboxylic acids is achieved by a noncovalent receptor system based on acid-base interactions of amino groups in the host system with the carboxylic acids. Enantioselectivity in the binding process is caused by secondary interactions with a chiral platform that preorganizes the amino functionalities (see scheme).

AB - Stereospecific recognition of substrate molecules for certain chiral carboxylic acids is achieved by a noncovalent receptor system based on acid-base interactions of amino groups in the host system with the carboxylic acids. Enantioselectivity in the binding process is caused by secondary interactions with a chiral platform that preorganizes the amino functionalities (see scheme).

KW - Acid-base complexation

KW - Chirality

KW - Host-guest systems

KW - Hydrogen bonds

KW - Noncovalent interactions

KW - Supramolecular chemistry

UR - https://www.scopus.com/pages/publications/0037014085

UR - https://www.scopus.com/pages/publications/0037014085#tab=citedBy

U2 - 10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H

DO - 10.1002/1521-3773(20020603)41:11<1924::AID-ANIE1924>3.0.CO;2-H

M3 - Article

C2 - 19750635

AN - SCOPUS:0037014085

SN - 1433-7851

VL - 41

SP - 1924

EP - 1929

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 11

ER -

Self-assembled receptors for enantioselective recognition of chiral carboxylic acids in a highly cooperative manner

Abstract

All Science Journal Classification (ASJC) codes

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