Annual Scientific Report 2015

Abstract

Over the last years, the Pericàs laboratory at ICIQ has been engaged in a broad research program aimed at developing a complete toolkit of polymer-supported and magnetic nanoparticle-immobilized catalysts with optimized characteristics of catalytic activity, high induced stereoselectivity and extended life cycle.

The ultimate goal of this research has been the development of single-pass, catalytic and enantioselective flow versions of the most relevant processes for organic synthesis, contributing in this manner to a more sustainable practice of chemical synthesis. Our laboratory at ICIQ has been pioneer in this effort, being recognized as one of the leaders in the field.

Topics addressed

• Supported organocatalysts and flow processes

• Metal-catalyzed transformations and flow processes

Articles

“Metal-Free Intermolecular Azide-Alkyne Cycloaddition Promoted by Glycerol”
Chem. Eur. J. 2015, 21, 18706-18710
M. Rodríguez-Rodríguez, E. Gras, M. A. Pericàs, M. Gómez

“Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes”
Tetrahedron Letters 2015, 56, 3604-3607
J. Mao, K. Eberle, J. Zhang, C. Rodríguez-Escrich, Z. Xi, M. A. Pericàs, P. J. Walsh

“Clickable complexing agents: functional crown ethers for immobilisation onto polymers and magnetic nanoparticles”
RSC Adv. 2015, 5, 87352-87363
C. Mendoza, S. Jansat, R. Vilar, M. A. Pericàs

“Translating the Enantioselective Michael Reaction to a Continuous Flow Paradigm with an Immobilized, Fluorinated Organocatalyst”
ACS Catal. 2015, 5, 6241-6248
I. Sagamanova, C. Rodríguez-Escrich, I. Gábor Molnár, S. Sayalero, R. Gilmour, M. A. Pericàs

“Enantioselective α-amination of 1,3-dicarbonyl compounds in batch and flow with immobilized thiourea organocatalysts”
Green Chem. 2015, 17, 3122-3129
P. Kasaplar, E. Ozkal, C. Rodríguez-Escrich, M. A. Pericàs

“Visible Light-Driven Atom Transfer Radical Addition to Olefins using Bi₂O₃ as Photocatalyst”
ChemSusChem 2015, 8, 1841-1844
P. Riente, M. A. Pericàs

“A polystyrene-supported 9-amino(9-deoxy)epi quinine derivative for continuous flow asymmetric Michael reactions”
Org. Biomol. Chem. 2015, 13, 4204-4209
J. Izquierdo, C. Ayats, A. H. Henseler, M. A. Pericàs

“tert-Butyl Phenyl Sulfoxide: A Traceless Sulfenate Anion Precatalyst”
Org. Lett. 2015, 17, 1164-1167
M. Zhang, T. Jia, I. K. Sagamanova, M. A. Pericàs, P. J. Walsh

“Organocatalysis on Tap: Enantioselective Continuous Flow Processes Mediated by Solid-Supported Chiral Organocatalysts”
Eur. J. Org. Chem. 2015, 1173-1188
C. Rodríguez-Escrich, M. A. Pericàs

“Double-Supported Silica-Metal-Organic Framework Palladium Nanocatalyst for the Aerobic Oxidation of Alcohols under Batch and Continuous flow Regimes”
ACS Catal. 2015, 5, 472-479
V. Pascanu, A. Bermejo Gómez, C. Ayats, A. E. Platero-Prats, F. Carson, J. Su, Q. Yao, M. A. Pericàs, X. Zou, B. Martín-Matute

“Asymmetric organocatalysts supported on vinyl addition polynorbornenes for work in aqueous media”
Catal. Sci. Technol. 2015, 5, 754-764
I. K. Sagamanova, S. Sayalero, S. Martínez-Arranz, A. C. Albéniz, M. A. Pericàs

“Highly Functionalized Biaryls via Suzuki-Miyaura Cross-Coupling Catalyzed by Pd@MOF under Batch and Continuous Flow Regimes”
ChemSusChem 2015, 8, 123-130
V. Pascanu, P. R. Hansen, A. Bermejo Gómez, C. Ayats, A. E. Platero-Prats, M. J. Johansson, M. A. Pericàs, B. Martín-Matute

“A fully recyclable heterogenized Cu catalyst for the general carbene transfer reaction in batch and flow”
Chem. Sci. 2015, 6, 1510-1515
L. Maestre, E. Ozkal, C. Ayats, A. Beltrán, M. M. Díaz-Requejo, P. J. Pérez, M. A. Pericàs