TY - JOUR
T1 - Helical structure stabilization of functionalized meta-ethynylpyridine polymers and oligomers
AU - Abe, Hajime
AU - Ohishi, Yuki
AU - Inouye, Masahiko
PY - 2016
Y1 - 2016
N2 - We have developed poly- and oligo(2,6-pyridylene ethynylene)s, called as "Meto-ethynylpyri-dine polymersloligomers", consisted of pyridine rings linked with acetylene bonds at the 2,6 -positions. These foldamers are able to bind with saccharides by multipoint hydrogen bonding to form helical complexes. For further application of the helices, stabilization of the helicity is required. Herein we describe, roughly divided, three types of strategy to stabilize the helical structures. Those are (1) applying intramolecular glycoside templates, (2) coordinating between pitches from outside or inside of the helix, and (3) utilization of new pyridine-phenol alternating architecture to efficiently stabilize cisoid conformation. Interesting behavior of the stabilized helices was reported, in terms of chiral memory, strong saccharide recognition, and so on.
AB - We have developed poly- and oligo(2,6-pyridylene ethynylene)s, called as "Meto-ethynylpyri-dine polymersloligomers", consisted of pyridine rings linked with acetylene bonds at the 2,6 -positions. These foldamers are able to bind with saccharides by multipoint hydrogen bonding to form helical complexes. For further application of the helices, stabilization of the helicity is required. Herein we describe, roughly divided, three types of strategy to stabilize the helical structures. Those are (1) applying intramolecular glycoside templates, (2) coordinating between pitches from outside or inside of the helix, and (3) utilization of new pyridine-phenol alternating architecture to efficiently stabilize cisoid conformation. Interesting behavior of the stabilized helices was reported, in terms of chiral memory, strong saccharide recognition, and so on.
KW - Chiral memory
KW - Circular dichroism
KW - Helical foldamers
KW - Helix stabilization
KW - Helix stapling
KW - Phenol
KW - Pyridine
KW - Saccharide recognition
KW - Sonogashira reaction
KW - Sugar extraction
UR - http://www.scopus.com/inward/record.url?scp=84976626330&partnerID=8YFLogxK
U2 - 10.5059/yukigoseikyokaishi.74.254
DO - 10.5059/yukigoseikyokaishi.74.254
M3 - 学術論文
AN - SCOPUS:84976626330
SN - 0037-9980
VL - 74
SP - 254
EP - 265
JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
IS - 3
ER -