Person:
Moreno Jiménez, Florencio

First Name

Florencio

Last Name

Moreno Jiménez

Affiliation

Universidad Complutense de Madrid

Faculty / Institute

Óptica y Optometría

Department

Química Orgánica

Area

Química Orgánica

Identifiers

Full item page

Search Results

Now showing 1 - 10 of 32

A short and convenient procedure for the stereoselective synthesis of 2-hydroxy-1-norbornanesulfonamides
(Elsevier Ltd., 2004-01-26) Garcı́a Martı́nez, Antonio; Teso Vilar, Enrique; Moreno Jiménez, Florencio; Álvarez Garcı́a, Ana Mª
A short and convenient procedure for the stereoselective synthesis of novel optically active 2-hydroxy-1-norbornanesulfonamides starting from commercially available natural camphor and fenchone is reported. The synthetic route involves a nucleophilic substitution at the sulfenyl sulfur atom of 2-methylene-1-norbornylthiotriflates followed by oxidation of the intermediate sulfenamides and highly diastereoselective reduction of the carbonyl group of the parent 2-oxo-1-norbornanesulfonamides.
BOPHYs versus BODIPYs: A comparison of their performance as effective multi-function organic dyes
(Elsevier, 2019-06-24) Sola Llano, Rebeca; Jiménez, J.; Avellanal Zaballa, Edurne; Johnson, M.; Cabreros, Trevor A.; Moreno Jiménez, Florencio; Maroto, Beatriz Lora; Muller, Gilles; Bañuelos Prieto, Jorge; Cerdán Pedraza, Luis; García Moreno, Inmaculada; Moya Cerero, Santiago de la
The computationally-aided photophysical and lasing properties of a selected battery of BOPHYs are described and compared to those of related BODIPY counterparts. The present joined theoretical-experimental study helps to put into context the weaknesses and strengths of both dye families under different irradiation conditions. The chemical versatility of the BOPHY scaffold has been also comparatively explored to modulate key photonic properties towards the development of red-emitting dyes, chiroptical dyes and singlet oxygen photosensitizers. Thus, BOPHY BINOLation by fluorine substitution with enantiopure BINOLs endows the BOPHY chromophore with chiroptical activity, as supporting by the simulated circular dichroism, decreasing deeply its fluorescent response due to the promotion of fluorescence-quenching intramolecular charge transfer (ICT). Interestingly, the sole alkylation of the BOPHY core strongly modulates the promotion of ICT, allowing the generation of highly bright BINOL-based BOPHY dyes. Moreover, 3,3′ dibromoBINOLating BOPHYs can easily achieve singlet-oxygen photogeneration, owing to spin-orbit coupling mediated by heavy-atom effect feasible in view of the theoretically predicted disposition of the bromines surrounding the chromophore. From this background, we have established the master guidelines to design bright fluorophores and laser dyes, photosensitizers for singlet oxygen production and chiroptical dyes based on BOPHYs. The possibility to finely mix and balance such properties in angiven molecular scaffold outstands BOPHYs as promising dyes competing with the well-settled BODIPY dyes
Speeding up heterogeneous catalysis with an improved highly reusable catalyst for the preparation of enantioenriched secondary alcohols
(Elsevier, 2017-04) Sánchez Carnerero, Esther M. Márquez; Sandoval Torrientes, Rafael; Urieta Mora, Javier; Moreno Jiménez, Florencio; Maroto, Beatriz Lora; Moya Cerero, Santiago de la
A new catalytic heterogeneous system, very efficient and highly reusable, for the preparation of enantioenriched secondary alcohols through the addition of diethylzinc to benzaldehyde has been developed. This system is based on a chiral bis(hydroxyamide) ligand supported on crosslinked polystyrene. The catalyst has been shown to be very efficient, leading to the corresponding secondary alcohol with an enantiomeric excess of 93% in a time as short as 2 h and using just 4% of the heterogeneous catalyst and just 1.5 equivalents of the organozinc reagent. We have demonstrated that the new catalyst is very stable and can be efficiently recycled with no decrease in yield or enantioselectivity. The presented system has an unquestionable interest for the potential transfer of the reaction to the industry by using catalytic fluidized-bed reactors.
BINOLated aminostyryl BODIPYs: a workable organic molecular platform for NIR circularly polarized luminescence
(Royal Society of Chemistry, 2021-06-14) Jiménez González, Josué; Díaz Norambuena, Carolina; Serrano Villar, Sergio; Ma, Shing Cho; Moreno Jiménez, Florencio; Maroto, Beatriz Lora; Bañuelos Prieto, Jorge; Muller, Gilles; Moya Cerero, Santiago de la
The accessible at-boron-BINOLated 3,5-bis(4-aminostyryl)ated BODIPY scaffold is highlighted as a workable platform for developing enantiopure small organic molecules exhibiting CPL in the NIR region, even in water solution, the latter being key for CPL-based bioapplications. Synthetic simplicity, noticeable chiroptical efficiency in the NIR and the possibility to access water-soluble emitters pave the way for advancing CPL tools based on organic emitters and NI radiation.
Circularly Polarized Luminescence from Simple Organic Molecules
(Wiley, 2015-09-21) Sánchez Carnerero, Esther M. Márquez; Rodríguez Agarrabeitia, Antonia R; Moreno Jiménez, Florencio; Maroto, Beatriz Lora; Muller, Gilles; Ortíz García, María Josefa; Moya Cerero, Santiago de la
This article aims to show the identity of “circularly polarized luminescent active simple organic molecules” as a new concept in organic chemistry due to the potential interest of these molecules, as availed by the exponentially growing number of research articles related to them. In particular, it describes and highlights the interest and difficulty in developing chiral simple (small and non-aggregated) organic molecules able to emit left- or right-circularly polarized light efficiently, the efforts realized up to now to reach this challenging objective, and the most significant milestones achieved to date. General guidelines for the preparation of these interesting molecules are also presented.
C*-BODIPYs: Exploring a New Strategy to Transfer Chirality towards BODIPY Chiroptics
(MDPI, 2020-01-20) Jiménez González, Josué; Sánchez Camacho, Juan; Moreno Jiménez, Florencio; Rodríguez Agarrabeitia, Antonia; Arbeloa, Teresa; Cabreros, Trevor A.; Muller, Gilles; Bañuelos, Jorge; Maroto, Beatriz Lora; Moya Cerero, Santiago de la
C*-BODIPYs, that is, boron dipyrromethenes (BODIPYs) which have chiral carbons attached directly to the boron center, are introduced for the first time. These novel chiral BODIPYs mean a new strategy for the chiral perturbation of the inherently achiral BODIPY chromophore that is directed to enable chiroptical properties. Their preparation is very simple and only implies the complexation of a dipyrrin with an enantiopure dialkylborane having boron bonded to chiral carbons.
Multichromophoric COO-BODIPYs: an advantageous design for the development of energy transfer and electron transfer systems
(Royal Society of Chemistry, 2021) Ray Leiva, César; Schad, Christopher; Avellanal Zaballa, Edurne; Moreno Jiménez, Florencio; Maroto, Beatriz Lora; Bañuelos Prieto, Jorge; García Moreno, Inmaculada; Moya Cerero, Santiago de la
COO-BODIPYs are highlighted as cutting edge scaffolds for easy access to a new generation of multichromophoric architectures with enhanced (photo)chemical stability, showing either boosted capability for excitation energy transfer, glow fluorescence and laser emission, or photoinduced electron transfer. The new finding paves the way for the rapid development of smarter organic dyes for advancing photonics and optoelectronics
Spiranic BODIPYs: a ground-breaking design to improve the energy transfer in molecular cassettes
(Royal Society of Chemistry, 2014-09-05) Sánchez Carnerero, Esther M. Márquez; Gartzia-Rivero, Leire; Moreno Jiménez, Florencio; Lora Maroto, Beatriz; Agarrabeitia, Antonia R.; Ortíz García, María Josefa; Bañuelos Prieto, Jorge; López Arbeloa, Íñigo María; Moya Cerero, Santiago de la
Boosted excitation energy transfer in spiranic O BODIPY/polyarenecassettes, when compared with the parent non-spiranic (flexible) system, is highlighted as a proof for the ability of a new structural design to improve the energy transfer in molecular cassettes
Bis(haloBODIPYs) with Labile Helicity: Valuable Simple Organic Molecules That Enable Circularly Polarized Luminescence
(Wiley, 2016-06-20) Ray Leiva, César; Márquez Sánchez-Carnerero, Esther María; Moreno Jiménez, Florencio; Maroto, Beatriz Lora; Rodríguez Agarrabeitia, Antonia R; Ortíz García, María Josefa; López Arbeloa, Íñigo María; Bañuelos Prieto, Jorge; Cohovi, Komlan D.; Lunkley, jamie L.; Muller, Gilles; Moya Cerero, Santiago de la
Simple organic molecules (SOM) based on bis(haloBODIPY) are shown to enable circularly polarized luminescence (CPL), giving rise to a new structural design for technologically valuable CPL-SOMs. The established design comprises together synthetic accessibility, labile helicity, possibility of reversing the handedness of the circularly polarized emission, and reactive functional groups, making it unique and attractive as advantageous platform for the development of smart CPL-SOMs.
Photochemical Oxidation of Thioketones by Singlet Molecular Oxygen Revisited: Insights into Photoproducts, Kinetics, and Reaction Mechanism
(ACS, 2015-09-30) Sánchez Arroyo, Antonio José; Pardo Botero, Zulay D.; Moreno Jiménez, Florencio; Herrera Fernández, Antonio; Martín, Nazario; García Fresnadillo, David
Photosensitized oxidation of trimethyl[2.2.1]-bicycloheptane thioketones by 1 O2 can yield more photoproducts than exclusively ketones and sulfines. Moreover, the ketone/sulfine ratio can be reversed when protic conditions and high thioketone concentrations are used, conversely to earlier results reporting ketones as the main photoproducts. A new mechanistic proposal for sulfine formation is suggested following intermolecular oxygen transfer from a peroxythiocarbonyl intermediate to a second thioketone molecule. Reaction quantum yields (10−5−10−2) depend on the reaction conditions and time. Sulfine production reaches a maximum at short irradiation times, whereas decomposition to the corresponding ketone is observed at long reaction times. When the thioketone substrate has a hydrogen atom at the α position a peroxyvinylsulfenic acid intermediate can be formed by proton transfer. Reaction of this intermediate with another thioketone molecule can yield more sulfine and its tautomeric vinylsulfenic acid, which dimerizes in situ to the thiosulfinate. The hydroperoxyl group of the peroxyvinylsulfenic acid can also rearrange to the α position, and by reaction with the starting thioketone, α-hydroxy thioketone and additional sulfine can be formed, while dehydration yields the α-oxo thioketone. In situ [2 + 2] and [4 + 2] self-cycloaddition of the α-oxo thioketone yields significant amounts of the corresponding adducts at prolonged irradiation times.