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Self‐Assembling Organic Nanotubes from Enantiopure Cyclo‐ N , N ′‐Linked Oligoureas: Design, Synthesis, and Crystal Structure
Author(s) -
Semetey Vincent,
Didierjean Claude,
Briand JeanPaul,
Aubry André,
Guichard Gilles
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020603)41:11<1895::aid-anie1895>3.0.co;2-3
Subject(s) - enantiopure drug , crystallography , hydrogen bond , materials science , crystal structure , crystal (programming language) , planar , anisotropy , square (algebra) , urea , solid state , polar , chemistry , stereochemistry , molecule , organic chemistry , optics , geometry , physics , enantioselective synthesis , catalysis , computer graphics (images) , mathematics , astronomy , computer science , programming language
Square‐shaped hydrogen‐bonded polar nanotubes are formed when the C 4 ‐symmetrical all‐S cyclotetraurea bearing side chains of alanine self‐assembles in the solid state (see picture). The four urea fragments in the macrocyle present an all‐trans planar conformation with an unidirectional alignment of all the carbonyl groups. The anisotropy is further maintained in the crystal as neighboring tubes are all arranged in the same direction.