TY - JOUR
T1 - Enantiopure laterally functionalized alleno-acetylenic macrocycles
T2 - Synthesis, chiroptical properties, and self-assembly in aqueous media
AU - Tzirakis, Manolis D.
AU - Alberti, Mariza N.
AU - Weissman, Haim
AU - Rybtchinski, Boris
AU - Diederich, François
N1 - Publisher Copyright: © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
PY - 2014/1/12
Y1 - 2014/1/12
N2 - A family of shape-persistent alleno-acetylenic macrocycles (SPAAMs), peripherally decorated with structurally diverse pendant groups, has been synthesized and characterized in enantiomerically pure form. Their electronic circular dichroism (ECD) spectra feature a strong chiroptical response, which is more than two times higher than for open-chain tetrameric analogues. A water-soluble oligo(ethylene glycol)-appended SPAAM undergoes selfassembly in aqueous solution. Morphology studies by cryogenic transmission electron microscopy (cryo-TEM) revealed the formation of aggregates with fibrous fine structures that correspond to tubular, macrocyclic stacks.
AB - A family of shape-persistent alleno-acetylenic macrocycles (SPAAMs), peripherally decorated with structurally diverse pendant groups, has been synthesized and characterized in enantiomerically pure form. Their electronic circular dichroism (ECD) spectra feature a strong chiroptical response, which is more than two times higher than for open-chain tetrameric analogues. A water-soluble oligo(ethylene glycol)-appended SPAAM undergoes selfassembly in aqueous solution. Morphology studies by cryogenic transmission electron microscopy (cryo-TEM) revealed the formation of aggregates with fibrous fine structures that correspond to tubular, macrocyclic stacks.
UR - http://www.scopus.com/inward/record.url?scp=84915745072&partnerID=8YFLogxK
U2 - https://doi.org/10.1002/chem.201404941
DO - https://doi.org/10.1002/chem.201404941
M3 - مقالة
SN - 0947-6539
VL - 20
SP - 16070
EP - 16073
JO - Chemistry-A European Journal
JF - Chemistry-A European Journal
IS - 49
ER -