INVESTIGADORES
CAMINOS Daniel Alberto
congresos y reuniones científicas
Título:
PHOTOISOMERIZATION OF TUNABLE ENOL ESTERS VINYL SULFIDES
Autor/es:
ADRIÁN A. HEREDIA; SILVIA SORIA CASTRO; G. OKSDATH MANSILLA; FABRICIO R. BISOGNO; LYDIA BOUCHET ; CECILIA A. BARRIONUEVO; DANIEL A. CAMINOS; JUAN E. ARGÜELLO; ALICIA B. PEÑÉÑORY
Lugar:
foz do iguazú
Reunión:
Congreso; 12a Conferencia Latinoamericana de Físico-Química Orgánica; 2013
Resumen:
Photo-switchable molecules play a
paramount role in the development of molecular rotors, sensors, host-guest
chemistry and self-assembled systems, among other.1 Perhaps one of
the most employed photoisomerizable chemical entity is azobenzene, due to its negligible
photoinstability and tunable properties such as isomerization wavelength,
solvent-related behavior and relatively simple functional group introduction.2
On the other hand, enol ester
moiety provides the system with the possibility of irreversibly disrupt the (Z)-(E)-isomerization
by ester hydrolysis promoted either by highly acidic or basic conditions.
Recently, we have developed a robust
and versatile protocol for the preparation of vinyl sulfides enol esters with
different substitution pattern and noticed a remarkable resistance toward air
and aqueous environments, making them a suitable scaffold for isomerization
studies.3
The aim of the present work has
been to explore the (Z)-(E)-photoisomerization of some vinyl
sulfides enol esters in order to provide alternative opportunities to
azobenzene photochemistry. Besides, the additional control by chemical stimuli
such as pH for the ester cleavage, offers the possibility of disabling
isomerization at both possible configurations.
REF.
1W.
R. Browne, B. L. Feringa, Annu. Rev.
Phys. Chem., 2009. 60, 407.
2H. M.
D. Bandarab, S. C. Burdette, Chem. Soc.
Rev., 2012, 41, 1809
3A. B.
Peñéñory, J. E. Argüello, G. Oksdath Mansilla, S. Soria Castro, D. A. Caminos,
C. A. Barrionuevo, L. Bouchet, A. A. Heredia, F. R. Bisogno; submitted for publication.