Helical Folding of Meta-Connected Aromatic Oligoureas

Ting Hu; Alan L. Connor; Daniel P. Miller; Xiao Wang; Qiang Pei; Rui Liu; Lan He; Chong Zheng; Eva Zurek; Zhong Lin Lu; Bing Gong

doi:10.1021/acs.orglett.7b01005

Helical Folding of Meta-Connected Aromatic Oligoureas

Ting Hu
, Alan L. Connor
, Daniel P. Miller
, Xiao Wang
, Qiang Pei
, Rui Liu
, Lan He
, Chong Zheng
, Eva Zurek
, Zhong Lin Lu
, Bing Gong

Chemistry

Beijing Normal University
SUNY Buffalo
National Institutes for Food and Drug Control
Northern Illinois University

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

10 Scopus citations

Abstract

Aromatic oligoureas composed of meta-linked residues bearing phenolic ether side chains are synthesized. The basic N,N′-diarylurea units adopt a trans,trans intramolecularly H-bonded conformation that is further strengthened by additional intermolecular H-bonding. Such basic units, in combination with meta-linked benzene residues, result in stably folded helical oligoureas in the highly polar DMF with up to four turns and with a small cylindrical inner pore that would be difficult to acquire.

Original language	English
Pages (from-to)	2666-2669
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	10
DOIs	https://doi.org/10.1021/acs.orglett.7b01005
State	Published - May 19 2017

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title = "Helical Folding of Meta-Connected Aromatic Oligoureas",

abstract = "Aromatic oligoureas composed of meta-linked residues bearing phenolic ether side chains are synthesized. The basic N,N′-diarylurea units adopt a trans,trans intramolecularly H-bonded conformation that is further strengthened by additional intermolecular H-bonding. Such basic units, in combination with meta-linked benzene residues, result in stably folded helical oligoureas in the highly polar DMF with up to four turns and with a small cylindrical inner pore that would be difficult to acquire.",

author = "Ting Hu and Connor, \{Alan L.\} and Miller, \{Daniel P.\} and Xiao Wang and Qiang Pei and Rui Liu and Lan He and Chong Zheng and Eva Zurek and Lu, \{Zhong Lin\} and Bing Gong",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = may,

day = "19",

doi = "10.1021/acs.orglett.7b01005",

language = "English",

volume = "19",

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journal = "Organic Letters",

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TY - JOUR

T1 - Helical Folding of Meta-Connected Aromatic Oligoureas

AU - Hu, Ting

AU - Connor, Alan L.

AU - Miller, Daniel P.

AU - Wang, Xiao

AU - Pei, Qiang

AU - Liu, Rui

AU - He, Lan

AU - Zheng, Chong

AU - Zurek, Eva

AU - Lu, Zhong Lin

AU - Gong, Bing

PY - 2017/5/19

Y1 - 2017/5/19

N2 - Aromatic oligoureas composed of meta-linked residues bearing phenolic ether side chains are synthesized. The basic N,N′-diarylurea units adopt a trans,trans intramolecularly H-bonded conformation that is further strengthened by additional intermolecular H-bonding. Such basic units, in combination with meta-linked benzene residues, result in stably folded helical oligoureas in the highly polar DMF with up to four turns and with a small cylindrical inner pore that would be difficult to acquire.

AB - Aromatic oligoureas composed of meta-linked residues bearing phenolic ether side chains are synthesized. The basic N,N′-diarylurea units adopt a trans,trans intramolecularly H-bonded conformation that is further strengthened by additional intermolecular H-bonding. Such basic units, in combination with meta-linked benzene residues, result in stably folded helical oligoureas in the highly polar DMF with up to four turns and with a small cylindrical inner pore that would be difficult to acquire.

UR - https://www.scopus.com/pages/publications/85019384282

U2 - 10.1021/acs.orglett.7b01005

DO - 10.1021/acs.orglett.7b01005

M3 - Article

C2 - 28474528

AN - SCOPUS:85019384282

SN - 1523-7060

VL - 19

SP - 2666

EP - 2669

JO - Organic Letters

JF - Organic Letters

IS - 10

ER -

Helical Folding of Meta-Connected Aromatic Oligoureas

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