Organic Letters
Organic Letters
5 years ago

Helical Folding of Meta-Connected Aromatic Oligoureas

Helical Folding of Meta-Connected Aromatic Oligoureas
Daniel P. Miller, Xiao Wang, Rui Liu, Zhong-lin Lu, Alan L. Connor, Qiang Pei, Lan He, Eva Zurek, Bing Gong, Ting Hu, Chong Zheng
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01005

DOI: 10.1021/acs.orglett.7b01005

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