A proline-based macrocyclic amide with S4 symmetry

Hee Choon Ahn; Sun Mi Yun; Kihang Choi

doi:10.1246/cl.2008.10

A proline-based macrocyclic amide with S₄ symmetry

Hee Choon Ahn^*, Sun Mi Yun, Kihang Choi

^*Corresponding author for this work

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

8 Citations (Scopus)

Abstract

A new square-shaped macrocyclic amide was prepared from N-(4-amino-2-nitrophenyl)proline (ANPP). The two enantiomers of ANPP were connected in an alternating sequence and then cyclized to the corresponding macrocyclic tetramer with S₄ symmetry. In this design, there is a central cavity approximately 7 Å in diameter and rigid aromatic rings and intramolecular hydrogen bonding help to reduce the conformational flexibility of the molecule.

Original language	English
Pages (from-to)	10-11
Number of pages	2
Journal	Chemistry Letters
Volume	37
Issue number	1
DOIs	https://doi.org/10.1246/cl.2008.10
Publication status	Published - 2008 Jan 5

ASJC Scopus subject areas

General Chemistry

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10.1246/cl.2008.10

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title = "A proline-based macrocyclic amide with S4 symmetry",

abstract = "A new square-shaped macrocyclic amide was prepared from N-(4-amino-2-nitrophenyl)proline (ANPP). The two enantiomers of ANPP were connected in an alternating sequence and then cyclized to the corresponding macrocyclic tetramer with S4 symmetry. In this design, there is a central cavity approximately 7 {\AA} in diameter and rigid aromatic rings and intramolecular hydrogen bonding help to reduce the conformational flexibility of the molecule.",

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AU - Ahn, Hee Choon

AU - Yun, Sun Mi

AU - Choi, Kihang

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Y1 - 2008/1/5

N2 - A new square-shaped macrocyclic amide was prepared from N-(4-amino-2-nitrophenyl)proline (ANPP). The two enantiomers of ANPP were connected in an alternating sequence and then cyclized to the corresponding macrocyclic tetramer with S4 symmetry. In this design, there is a central cavity approximately 7 Å in diameter and rigid aromatic rings and intramolecular hydrogen bonding help to reduce the conformational flexibility of the molecule.

AB - A new square-shaped macrocyclic amide was prepared from N-(4-amino-2-nitrophenyl)proline (ANPP). The two enantiomers of ANPP were connected in an alternating sequence and then cyclized to the corresponding macrocyclic tetramer with S4 symmetry. In this design, there is a central cavity approximately 7 Å in diameter and rigid aromatic rings and intramolecular hydrogen bonding help to reduce the conformational flexibility of the molecule.

UR - https://www.scopus.com/pages/publications/38949187929

U2 - 10.1246/cl.2008.10

DO - 10.1246/cl.2008.10

M3 - Article

AN - SCOPUS:38949187929

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SP - 10

EP - 11

JO - Chemistry Letters

JF - Chemistry Letters

IS - 1

ER -

A proline-based macrocyclic amide with S₄ symmetry

Abstract

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