Prof. Dr. Manuel Alcarazo, Institute of Organic and Biomolecular Chemistry, Georg-August-University Göttingen (Germany) Fosfinas catiónicas y sales de sulfonio: Síntesis y aplicaciones
Sala de Grados, Edificio de Farmacia, UAH. February 20th, 17.00.
Synthesis and Photophysical Behavior of a Highly Fluorescent Family of Unsymmetrical Organoboron Complexes Containing 5-(Pyridin-2-ylmethylene)imidazolidine-2,4-dione Moieties.
M Soledad Garre1, Raul Losantos2, Sara Gutierrez1, David Sucunza1, Patricia Garcia-Garcia1, Diego Sampedro2, Juan J Vaquero1
1. Departamento de Quimica Organica y Quimica Inorganica, Instituto de Investigacion Quimica "Andres M. del Rio" (IQAR) , Universidad de Alcala, IRYCIS , 28805 Alcala de Henares , Spain. 2. Departamento de Quimica, Centro de Investigacion en Sintesis Quimica (CISQ) , Universidad de La Rioja , Madre de Dios 53 , 26006 Logrono , Spain.
Abstract
A new and highly fluorescent family of unsymmetrical organoboron complexes containing 5-(pyridin-2-ylmethylene)imidazolidine-2,4-dione moieties has been synthesized in three steps. These compounds show strong absorptions covering a wide range of the UV-vis spectrum and are strongly emissive (varphif of up to 0.92 in CH3CN). Moreover, two fluorophores that include an alkyne or an azide group at the end of the alkyl chain and with potential utility in bioorthogonal chemistry have been developed. One of these, in which the glycol substituent provides an enhanced water solubility without compromising the fluorescence (varphif = 0.85 in water), may be of particular importance.
Synthesis and Photophysical Behavior of a Highly Fluorescent Family of Unsymmetrical Organoboron Complexes Containing 5-(Pyridin-2-ylmethylene)imidazolidine-2,4-dione Moieties
M. Soledad Garre, Raúl Losantos, Sara Gutiérrez, David Sucunza, Patricia García-García, Diego Sampedro and Juan J. Vaquero
A new and highly fluorescent family of unsymmetrical organoboron complexes containing 5-(pyridin-2-ylmethylene)imidazolidine-2,4-dione moieties has been synthesized in three steps. These compounds show strong absorptions covering a wide range of the UV–vis spectrum and are strongly emissive (ϕf of up to 0.92 in CH3CN). Moreover, two fluorophores that include an alkyne or an azide group at the end of the alkyl chain and with potential utility in bioorthogonal chemistry have been developed. One of these, in which the glycol substituent provides an enhanced water solubility without compromising the fluorescence (ϕf = 0.85 in water), may be of particular importance.
Associated Professor, Universidad de Valladolid (2022)
Assistant Professor, Universidad de Alcalá (2019-2022)
Postdoctoral researcher, Prof. J. L. Vicario group, Universidad del País Vasco (2017-2019)
Marie-Curie Fellowship, Prof. D. J. Dixon group, Universidad de Oxford (2015-2017)
Postdoctoral researcher ICIQ-IPMP, Prof. R. Martín group, ICIQ (2013-2015)
Postdoctoral researcher, Prof. A. S. K. Hashmi group, CaRLa-Universidad de Heidelberg (2011-2013)
Ph.D. Universidad de Valladolid (2010), supervisors Prof. R. Pedrosa and Prof. J. M. Andrés
Graduated at the Universidad de Valladolid (2005)
I developed my PhD Thesis at the Universidad de Valladolid on the synthesis of chiral thioureas derived from amino acids and their applications as organocatalysts in enantioselective reactions of interest. Later, as postdoctoral researcher in the groups of Prof. A. S. K. Hashmi and Prof. R. Martín, I developed synthetic methodologies with gold, ruthenium, nickel and palladium catalysis. I then obtained a prestigious Marie-Curie Fellowship to carry out a project of dual enantioselective catalysis (aminocatalysis and metal catalysis with silver and copper) in the laboratories of Prof. D. J. Dixon at Oxford University. After this stage, I joined Prof. J. L. Vicario’s group at the Universidad del País Vasco as a contracted researcher, where I worked on the discovery of new reactivity patterns by enantioselective catalysis by phosphoric acids and by chiral phosphines, as well as on the synthesis of natural products. In October 2019 I joined the Universidad de Alcalá as Assistant Professor. The results of my research are collected in twenty publications, most of them with a high impact rate (ACIE (3), JACS (2), CEJ (3)…). During my research career I have supervised many students during the completion of their Master thesis and Bachelor thesis, as well as during external internships.
Dr. Abraham Mendoza, Stockholm University (Sweden) Asymmetric synthesis with chiral carbon-atom precursors
Sala de Grados, Edificio de Farmacia, UAH. October 24th, 17.00.
Thesis defense, 22.09.2023 (“Estudio de la reactividad del 2,2,2-trifluorodiazoetano en la síntesis de ciclopropanos y pirazoles y en la funcionalización de alcanos”)
Predoctoral stay, Prof. John F. Hartwig (University of California, Berkeley)
FPU grant Ministerio de Educación y Formación Profesional 2019-2023
Master Drug Discovery Universidad de Alcalá (2018/2019)
Graduated at the Universidad de Jaén (2014-2018)
Publications in the group
Alkanes C(1)-C(6) C-H Bond Activation via a Barrierless Potential Energy Path: Trifluoromethyl Carbenes Enhance Primary C-H Bond Functionalization.
Jonathan Martínez-Laguna, Julia Altarejos, M Ángeles Fuentes, Giuseppe Sciortino, Feliu Maseras, Javier Carreras, Ana Caballero, Pedro J Pérez
UK-Spain Organometallic Chemistry Symposium (USOCS2019), Alcalá de Henares, September 17-19th:
· BN-Arenes: Synthesis, Reactivity and Properties Alberto Abéngozar, Isabel Valencia, Miguel Ángel Fernández, Luis Manuel Frutos, Antonio Salgado, Adrián Pérez Redondo, Patricia García-García, David Sucunza, Juan J. Vaquero
· Decarbonylation Processes in k3 -(N^C^C) Gold (III) Carboxylates Estíbaliz Merino, Hélène Beucher, Alexandre Genoux, Thomas Fox, Cristina Nevado
· Gold-catalyzed regiodivergent cyclization of alkynylcyclobutanes M. Soledad Garre, David Sucunza, Estíbaliz Merino, Enrique Agular, Patricia García-García, Juan J. Vaquero
· Stereoselective synthesis of versatile trifluoromethyl substituted borocyclopropanes Julia Altarejos, David Sucunza, Ana Caballero, Pedro J. Pérez, Juan J. Vaquero, Javier Carreras
EFMC-ASMC19 (International Symposium on Advances in Synthetic and Medicinal Chemistry) and ASMC-YSMC (6th EFMC Young Medicinal Chemist Symposium)
INTO THE ILK-αPARVIN INTERACTION AS A NEW STRATEGY AGAINST CHRONIC KIDNEY DISEASE
García Marín, Javier; De Frutos, Sergio; Griera, Mercedes; Alajarín Ferrandez, Ramón; Griera Merino, Mercedes; Vaquero López, Juan J.; Rodriguez Puyol, Diego; Rodriguez Puyol, Manuel
· International Symposium on Advances in Synthetic and Medicinal Chemistry, September 1-5th, Athens
· 6th EFMC Young Medicinal Chemist Symposium, September 5-6th, Athens