Premium
Dithienophosphole‐Based Phosphinamides with Intriguing Self‐Assembly Behavior
Author(s) -
Wang Zisu,
Gelfand Benjamin S.,
Baumgartner Thomas
Publication year - 2016
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/anie.201511171
Subject(s) - hydrogen bond , intermolecular force , self assembly , materials science , phosphole , crystallography , conjugated system , flexibility (engineering) , nanotechnology , chemical engineering , polymer chemistry , polymer , molecule , chemistry , stereochemistry , organic chemistry , composite material , statistics , mathematics , engineering
Abstract A new, highly adaptable type of phosphinamide‐based hydrogen bonding is representatively demonstrated in π‐conjugated phosphole materials. The rotational flexibility of these intermolecular P=O−H−N hydrogen bonds is demonstrated by X‐ray crystallography and variable‐concentration NMR spectroscopy. In addition to crystalline compounds, phosphinamide hydrogen bonding was successfully introduced into the self‐assembly of soft crystals, liquid crystals, and organogels, thus highlighting the high general value of this type of interaction for the formation of organic soft materials.