New sterically driven mode for generation of helical chirality.
The presented results and the available literature data convincingly suggest that there is a new sterically driven mechanism for the formation of supramolecular helicity in the solid state. This mechanism requires the presence of sterically bulky groups, such as tert-butyl, for which the spiral arrangement in uninterrupted hydrogen-bonding chains, serving as an axis for helical structure and maximizing the repulsive stereochemical interactions, provide for the most efficient, spatially economical accommodation of these groups in a crystallographic unit cell.
Ueki
Hisanori
H
Department of Chemistry and Biochemistry, The University of Oklahoma, Norman, Oklahoma 73019, USA.
Soloshonok
Vadim A
VA
D000577:Amides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D000577:Amides