Improving the efficiency of forming 'unfavorable' products: Eight-residue macrocycles from folded aromatic oligoamide precursors

Shuliang Zou; Youzhou He; Yongan Yang; Yi Zhao; Lihua Yuan; Wen Feng; Kazuhiro Yamato; Bing Gong

doi:10.1055/s-0029-1217173

Improving the efficiency of forming 'unfavorable' products: Eight-residue macrocycles from folded aromatic oligoamide precursors

Shuliang Zou
, Youzhou He
, Yongan Yang
, Yi Zhao
, Lihua Yuan
, Wen Feng
, Kazuhiro Yamato
, Bing Gong

Chemistry

Sichuan University
SUNY Buffalo

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

21 Scopus citations

Abstract

Oligoamide macrocycles consisting of eight meta-linked benzene residues were synthesized based on the cyclization of aromatic oligoamide precursors having folded backbones rigidified by three-center hydrogen bonds. An alternative route based on the condensation of pentadimeric diamine and trimeric diacid provided the cyclic octamer in 75% yield using EDCI/HOBt as the coupling reagent.

Original language	English
Pages (from-to)	1437-1440
Number of pages	4
Journal	Synlett
Issue number	9
DOIs	https://doi.org/10.1055/s-0029-1217173
State	Published - Jun 2009

Keywords

Cyclizations
Folding oligoamides
Hydrogen bonds
Macrocycles
Synthesis

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10.1055/s-0029-1217173

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abstract = "Oligoamide macrocycles consisting of eight meta-linked benzene residues were synthesized based on the cyclization of aromatic oligoamide precursors having folded backbones rigidified by three-center hydrogen bonds. An alternative route based on the condensation of pentadimeric diamine and trimeric diacid provided the cyclic octamer in 75\% yield using EDCI/HOBt as the coupling reagent.",

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author = "Shuliang Zou and Youzhou He and Yongan Yang and Yi Zhao and Lihua Yuan and Wen Feng and Kazuhiro Yamato and Bing Gong",

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T2 - Eight-residue macrocycles from folded aromatic oligoamide precursors

AU - Zou, Shuliang

AU - He, Youzhou

AU - Yang, Yongan

AU - Zhao, Yi

AU - Yuan, Lihua

AU - Feng, Wen

AU - Yamato, Kazuhiro

AU - Gong, Bing

PY - 2009/6

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AB - Oligoamide macrocycles consisting of eight meta-linked benzene residues were synthesized based on the cyclization of aromatic oligoamide precursors having folded backbones rigidified by three-center hydrogen bonds. An alternative route based on the condensation of pentadimeric diamine and trimeric diacid provided the cyclic octamer in 75% yield using EDCI/HOBt as the coupling reagent.

KW - Cyclizations

KW - Folding oligoamides

KW - Hydrogen bonds

KW - Macrocycles

KW - Synthesis

UR - https://www.scopus.com/pages/publications/67649321677

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DO - 10.1055/s-0029-1217173

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AN - SCOPUS:67649321677

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IS - 9

ER -

Improving the efficiency of forming 'unfavorable' products: Eight-residue macrocycles from folded aromatic oligoamide precursors

Abstract

Keywords

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