RT Journal Article
T1 Double protonation of a  cis-Bipyridoallenophane detected via Chiral-Sensing Switch: the role of Ion Pairs
A1 Castro Fernandez, Sílvia
A1 Alvarez Garcia, Jonathan
A1 García Río, Luis
A1 Silva López, Carlos
A1 Cid Fernández, María Magdalena
K1 2306.16 Esteroquímica y Análisis Conformacional
AB We prove that the confinement of the conformational space of pyridoallenophanes leads to intense chiroptical responses. Unlike the cyclic dimer [142], single-conformation [141]pyridoallenophanes isomerize under thermal and photochemical conditions. Yet, less-strained [141]-bipyridoallenophanes are stable and are prepared successfully. They, unexpectedly, undergo double protonation as a result of cooperative ion-pairing and hydrogen bonding. The complex formation forces a single configuration of the axis connecting both pyridyl rings recognized by a diagnostic circular dichroism (CD) signal at 330 nm.
PB Organic Letters
SN 15237060
YR 2019
FD 2019-07-22
LK http://hdl.handle.net/11093/5777
UL http://hdl.handle.net/11093/5777
LA eng
NO Organic Letters, 21(15): 5898-5902 (2019)
NO Agencia Estatal de Investigación | Ref. CTQ2017-84354-P
DS Investigo
RD 10-sep-2024