Publications > Señorans et al

ACS Macro Lett. 2023, 12, 949 PubMed 37384421

Hyper-Cross-Linked Porous Polymer Featuring B-N Covalent Bonds (HCP-BNs): A Stable and Efficient Metal-Free Heterogeneous Photocatalyst.

Sara Señorans¹, Isabel Valencia², Estíbaliz Merino², Marta Iglesias¹, Manuel A Fernández-Rodríguez², Eva M Maya¹

1. Department of Frontiers in Materials Chemistry, Instituto de Ciencia de Materiales de Madrid (ICMM-CSIC), Sor Juana Inés de la Cruz, 3, Cantoblanco, Madrid 28049, Spain.  2. Universidad de Alcalá (IRYCIS), Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Química "Andrés M. del Río" (IQAR), Campus Científico-Tecnológico, Facultad de Farmacia, Autovía A-II, Km 33.1, 28805-Alcalá de Henares, Madrid, Spain.

Abstract

The first example of a porous polymer containing B-N covalent bonds, prepared from a tetraphene B-N monomer and biphenyl as a comonomer, is reported. It was prepared using the solvent knitting strategy, which allows the connection between the aromatic rings of the two monomers through methylene groups provided by an external cross-linking agent. The new polymer exhibited micromeso porosity with an S(BET) of 612 m(2)/g, high thermal stability, and potential properties as a heterogeneous photocatalyst, since it is very active in the aza-Henry coupling reaction (>98% of conversion and selectivity). After the first run, the catalyst improves its photocatalytic activity, shortening the reaction time to only 2 h and maintaining this activity in successive runs. The presence of a radical in this structure that remains stable with successive runs makes it a new type of material with potential applications as a highly stable and efficient photocatalyst.

Publications > Valencia et al

Adv. Synth. Catal. 2023, 365, 2545

β-Functionalization of 4 a-aza-8 a-boranaphthalene via Iridium-catalyzed C−H Borylation.

Isabel Valencia, David Sucunza, Francisco Mendicuti, Patricia García-García, Juan J. Vaquero

Palabras clave: BN-naphthalene; C−H activation; iridium; cross-coupling; catalysis

Resumen

No hay resumen

Publications > Valencia et al

Synthesis 2023, 55, 1260

Synthesis of Five-Membered Organoborate Heterocycles via a Metal-Free Carboboration and Their Use in Cross-Coupling Reactions.

Isabel Valencia, David Sucunza, Patricia García-García, Adrián Pérez-Redondo, Juan J. Vaquero

Palabras clave: metal-free carboboration; organoboron compounds; organoborate heterocycles; cross-coupling reactions; boron chemistry

Resumen

Treatment of various vinylbenzopyridines with allyl(dichloro)borane affords five-membered organoborate heterocycles via a metal-free carboboration. The reaction between these organoborates and Grignard reagents increases the number of derivatives belonging to this novel family of four-coordinate organoboron compounds. Some of them were used as reagents in phenylations and methylations in moderate to high yields under standard palladium-catalyzed cross-coupling reaction conditions.

Publications > Sans-Panadés et al

Org Lett. 2022, 24, 5860 PubMed 35913827

Synthesis of BN-Polyarenes by a Mild Borylative Cyclization Cascade.

Ester Sans-Panadés, Juan J Vaquero, Manuel A Fernández-Rodríguez, Patricia García-García

Universidad de Alcalá (IRYCIS). Departamento de Química Orgánica y Química Inorgánica, Instituto de Investigación Química "Andrés M. del Río" (IQAR). Campus Científico-Tecnológico, Facultad de Farmacia. Autovía A-II, Km 33.1, 28805-Alcalá de Henares, Madrid, Spain.

Abstract

Reaction of BCl(3) with suitably substituted o-alkynylanilines promotes a cascade reaction in which BN-polycyclic compounds are obtained via the formation of two new cycles and three new bonds in a single operational step. The reaction is highly efficient and takes place at room temperature, providing a very mild and straightforward strategy for the preparation of BN-aromatic compounds, which can be further transformed into a variety of BN-PAHs with different polycyclic cores and substituents.