MW Photo Group 2011
  • UCLM – Organic Microwave Chemistry

  • Our broader area of expertise include Microwave Chemistry, Heterocyclic Chemistry, Computational Chemistry and more recently we have expanded into Nano Chemistry (nanotubes, graphene, etc..) NMR Foods Analysis, and Chemistry-on-flow.

    Contact purposes: Prof. Antonio de la Hoz Ayuso

    Organic Chemistry Professor
    Avda. Camilo José Cela, 10 – 13071 Ciudad Real
    Web: / Tfno. 926295411

MW Photo Group 2011

Microwave-assisted reactions of nitroheterocycles with dienes. Diels–Alder and tandem hetero Diels–Alder/[3,3] sigmatropic shift

Diels–Alder cycloaddition of 3-nitro-1-(p-toluenesulfonyl)indole 1 with dienes 2–6 under microwave irradiation in solvent-free conditions gave carbazole derivatives after elimination of the nitro group and in situ aromatization. While 3-nitro-1-(p-toluenesulfonyl)pyrrole 11 afforded indole derivatives, 4-nitro- 1-(p-toluenesulfonyl)pyrazole 13 with cyclohexadiene 2 did not afford the expected cycloadduct but instead gave 1-cyclohexen-2-ylpyrazole 16. This process occurred by hydrolysis … Continue reading

Selectivity under microwave irradiation. Benzylation of 2-pyridone: an experimental and theoretical study

The reaction of 2-pyridone with benzyl bromide in the absence of base and under solvent-free conditions has been studied experimentally and by computational methods. This reaction was one of the first reported examples in which modification of selectivity under microwave irradiation was observed. C- and/ or N-alkylations were obtained depending on the benzyl halide and … Continue reading

Modulation of the exfoliated graphene work function through cycloaddition of nitrile imines

After the feasibility of the 1,3-dipolar cycloaddition reaction between nitrile imines and exfoliated graphene by density functional theory calculations was proved, very few-layer graphene was effectively functionalized using this procedure. Hydrazones with different electronic properties were used as precursors for the 1,3-dipoles, and microwave irradiation as an energy source enabled the reaction to be performed … Continue reading

Computational Calculations in Microwave-Assisted Organic Synthesis (MAOS). Application to Cycloaddition Reactions.

Computational calculations represent a very useful tool to study separately the ocurrence of thermal and non-thermal effects of microwave irradiation through the determination of the thermodynamic and kinetic parameters of the reaction. In this paper, we approach the computational study of two previously reported cycloaddition reactions. All of the outcomes indicate the presence of a … Continue reading

Design of Assembled Systems Based on Conjugated Polyphenylene Derivatives and Carbon Nanohorns

Promising materials have been designed and fully characterised by an effective interaction between versatile platforms such as carbon nanohorns (CNHs) and conjugated molecules based on thiophene derivatives. Easy and non-aggressive methods have been described for the synthesis and purification of the final systems. Oligothiophenephenylvinylene (OTP) systems with different geometries and electron density are coupled to … Continue reading

“In silico” Mechanistic studies as predictive tools in Microwave-Assisted Organic Synthesis

Computational calculations can be used as a predictive tool in Microwave-Assisted Organic Synthesis (MAOS). A DFT study on Intramolecular Diels–Alder reactions (IMDA) indicated that the activation energy of the reaction and the polarity of the stationary points are two fundamental parameters to determine “a priori” if a reaction can be improved by using microwave irradiation.

Exfoliation of Graphite with Triazine Derivatives under Ball-Milling Conditions: Preparation of Few-Layer Graphene via Selective Noncovalent Interactions

A ball-milling treatment can be employed to exfoliate graphite through interactions with commercially available melamine under solid conditions. This procedure allows the fast production of relatively large quantities of material with a low presence of defects. The milling treatment can be modulated in order to achieve graphene flakes with different sizes. Once prepared, the graphene … Continue reading

DFT-Studies on Cobalt-Catalyzed Cyclotrimerization Reactions. Mechanism and Origin of Reaction Improvement under Microwave Irradiation.

A DFT computational mechanistic study of the [2+2+2] cyclotrimerization of a diyne with benzonitrile, catalyzed by a cobalt complex, has been carried out. Three alternative catalytic cycles have been examined together with the precatalytic step (responsible for the induction period). The favored mechanism takes place via an intramolecular metal-assisted [4+2] cycloaddition. The beneficial role of … Continue reading

The Issue of ‘Molecular Radiators’ in Microwave-Assisted Reactions. Computational Calculations in Ring Closing Metathesis (RCM).

A DFT computational mechanistic study of the ring closing metathesis (RCM) reaction of diallyl ether or N,N-diallyl-p-toluenesulfonamide catalyzed by a second generation Grubbs-type ruthenium carbene complex has been carried out. This study was performed at PCM(CH2Cl2)-B3LYP/6-311+G(2d,p)//B3LYP/SDD theory level. The aim of this work was to shed light on the influence that microwave irradiation has in … Continue reading

Tunable Emission in Aggregated T-Shaped 2H-Benzo[d][1,2,3]triazoles with Waveguide Behaviour

Symmetrical Donor-Acceptor-Donor (D-A-D) 2H-benzo[d][1,2,3]triazole derivatives have been designed by DFT calculations and prepared by a multistep synthetic protocol. The design strategy involved the identification of a suitable acceptor benzotriazole core and modification of the volume and donor strength of the branches in order to modulate the Intramolecular Charge Transfer (ICT) process and, consequently, the band … Continue reading