TY - JOUR
T1 - Molecular recognition of aliphatic amines by luminescent Zn-porphyrins
AU - Penon, Oriol
AU - Moro, Artur Jorge Carneiro
AU - Santucci, Davide
AU - Amabilino, David B.
AU - Lima, J. C.
AU - Perez-Garcia, Lluisa
AU - Rodriguez, Laura
N1 - This work by supported by Ministerio de Ciencia e Innovación (MICINN) (projects TEC2011-29140 and CTQ2012-31335), the Generalitat de Catalunya (2009SGR158) and Fundação para a Ciência e Tecnologia of Portugal (PTDC/QUI-QUI/112597/2009; PEst-C/EQB/LA0006/2011). O.P. thanks the MICINN for a predoctoral grant, A.M. thanks to FCT for the post-doctoral grant (SFRH/BPD/69210/2010), and D.S. thanks the Leonardo da Vinci programme. The support and sponsorship provided by COST Action CM1005 is also acknowledged.
PY - 2014/6/1
Y1 - 2014/6/1
N2 - Two new porphyrins and their zinc(II) complexes have been synthesized, their photophysical properties studied, and their use in the molecular recognition of amines has been analyzed. The luminescence properties of both series of compounds show a decrease on the luminescence quantum yield of the Zn-derivatives with respect to their corresponding free base porphyrins. Attempts to probe the ability of the compounds to recognise certain biologically relevant drugs revealed that dimethylformamide (DMF) is capable of binding the zinc(II) porphyins. This fact led us to perform sensing experiments of different aliphatic amines, the highest calculated association constant for methyl-and trimethylamine. These properties confirm the sensitivity of porphyrins to the binding of closely related analytes.
AB - Two new porphyrins and their zinc(II) complexes have been synthesized, their photophysical properties studied, and their use in the molecular recognition of amines has been analyzed. The luminescence properties of both series of compounds show a decrease on the luminescence quantum yield of the Zn-derivatives with respect to their corresponding free base porphyrins. Attempts to probe the ability of the compounds to recognise certain biologically relevant drugs revealed that dimethylformamide (DMF) is capable of binding the zinc(II) porphyins. This fact led us to perform sensing experiments of different aliphatic amines, the highest calculated association constant for methyl-and trimethylamine. These properties confirm the sensitivity of porphyrins to the binding of closely related analytes.
KW - Luminescence
KW - Molecular recognition
KW - Zn-porphyrins
UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-84902260861&origin=resultslist&sort=plf-f&src=s&st1
U2 - 10.1016/j.ica.2013.12.028
DO - 10.1016/j.ica.2013.12.028
M3 - Article
VL - 417
SP - 222
EP - 229
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
SN - 0020-1693
ER -