6533b821fe1ef96bd127aec6

RESEARCH PRODUCT

Conformational properties and folding analysis of a series of seven oligoamide foldamers

Aku SuhonenSanna Yliniemelä-sipariPetri M. PihkoElisa NauhaMaija NissinenMinna Kortelainen

subject

Steric effectsSeries (mathematics)010405 organic chemistryChemistryHydrogen bondStereochemistryoligoamide foldamersfolding analysisGeneral ChemistryCrystal structure010402 general chemistryCondensed Matter Physics01 natural sciences0104 chemical sciencesCrystalSolventFolding (chemistry)Crystallographyconformational propertiesGeneral Materials Scienceta116

description

33 crystal structures (11 unsolvated and 22 solvates) of a series of seven oligoamide foldamers were analysed. The crystal structures revealed that despite the structural and environmental differences the series of foldamers prefer only two general conformations, a protohelical @-conformation and a sigmoidal S-conformation. Both conformations also have preferred crystal packing motifs and solvate forming tendencies. Hydrogen bonding was found to be the most decisive factor in conformational preference, but steric properties, the type of the peripheral substituents, as well as solvent and aromatic interactions were also found to have an effect on the conformational details and crystal form. peerReviewed

https://doi.org/10.1039/c5ce02458g