D. Miguel

ORCID: 0000-0002-7876-3986
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Synthesis and Properties of Aromatic Compounds
  • Synthetic Organic Chemistry Methods
  • Catalytic Alkyne Reactions
  • Luminescence and Fluorescent Materials
  • Catalytic C–H Functionalization Methods
  • Asymmetric Synthesis and Catalysis
  • Photochromic and Fluorescence Chemistry
  • Oxidative Organic Chemistry Reactions
  • Crystallography and molecular interactions
  • Molecular Junctions and Nanostructures
  • Molecular Sensors and Ion Detection
  • Supramolecular Self-Assembly in Materials
  • Asymmetric Hydrogenation and Catalysis
  • Cyclopropane Reaction Mechanisms
  • Chemical Synthesis and Reactions
  • Photoreceptor and optogenetics research
  • Molecular spectroscopy and chirality
  • Radical Photochemical Reactions
  • Quantum and electron transport phenomena
  • Sulfur Compounds in Biology
  • Photochemistry and Electron Transfer Studies
  • Chemical Synthesis and Analysis
  • Analytical Chemistry and Sensors

Universidad de Granada
2015-2024

Universidad Autónoma de Madrid
2015

Universidad de Burgos
2006-2012

Centre for Automation and Robotics
2011

Universidad de Oviedo
2007

Three achiral polycyclic aromatic fluorophores─namely, 1-pyrenecarboxylic acid, 9-anthracenecarboxylic and perylene-3,9-dicarboxylic acid─were chosen based on their desired properties before being incorporated into the construction of a K+-carrying gamma-cyclodextrin (γ-CD)-based metal–organic framework (CD-MOF-1) γ-CD-containing hybrid frameworks (CD-HFs). Among these fluorophores, only pyrene-carrying one shows significant noncovalent bonding interactions with γ-CD in solution. This...

10.1021/jacs.2c01554 article EN Journal of the American Chemical Society 2022-05-20

Abstract Simple Brønsted acids such as p ‐toluenesulfonic acid monohydrate (PTS) or polymer‐bound efficiently catalyze the direct nucleophilic substitution of hydroxy group allylic and benzylic alcohols with a large variety carbon‐ heteroatom‐centered nucleophiles. Reaction conditions are mild, process is conducted under an atmosphere air without need for dried solvents, water only side product reaction.

10.1002/adsc.200606183 article EN Advanced Synthesis & Catalysis 2006-09-01

Simple Brønsted acids such as p-toluenesulfonic acid monohydrate (PTS) efficiently catalyze a direct substitution of the hydroxyl group in propargylic alcohols with 1,3-dicarbonyl compounds. Selective propargylation or allenylation is obtained depending on nature alkynol. Reactions can be performed air undried solvents water being only side product process. By applying this reaction key step, range interesting polysubstituted furans easily synthesized one-pot procedure. [reaction: see text].

10.1021/ol0631298 article EN Organic Letters 2007-01-27

Titanocene(<sc>iii</sc>)-based approaches have been demonstrated to be useful in the straightforward syntheses of many natural products from readily available starting materials.

10.1039/c3qo00024a article EN cc-by Organic Chemistry Frontiers 2014-01-01

Chiral stapled <italic>o</italic>-OPEs show excellent circular polarized luminescence responses (<italic>g</italic><sub>lum</sub> of 1.1 × 10<sup>−2</sup>) which can be modulated by carbophilic interactions.

10.1039/c6sc01808d article EN cc-by-nc Chemical Science 2016-01-01

Abstract We report a new family of hexa‐ peri ‐hexabenzocoronene (HBC)‐based helical nanographenes incorporating π‐extended carbo[5]helicenes bearing an octagonal carbocycle. This represents kind highly distorted saddle‐helix hybrid nanographenes. For the first time, eight‐membered ring becomes constituent both carbo[5]helicene and HBC thus, negative curvature is responsible for twisting units. novel chiral motif, namely, oct‐[5]helicene results in largest torsion angle recorded so far ( θ...

10.1002/anie.202015368 article EN Angewandte Chemie International Edition 2020-12-18

Take your pick! Indene-containing indole scaffolds have been catalytically prepared from C3-propargylated indoles by tandem reactions involving an initial 1,2-indole migration. This unprecedented process generates a gold carbene complex and proceeds through either formal CH insertion or Nazarov cyclization (see scheme).

10.1002/anie.200802660 article EN Angewandte Chemie International Edition 2008-08-08

The direct alkylation of 1,3-dicarbonyl compounds with benzylic alcohols is shown to be efficiently catalyzed by simple Brønsted acids such as triflic acid (TfOH) and p-toluenesulfonic (PTS) give rise monoalkylated dicarbonyl derivatives in high yields. In the absence nucleophile, substituted alkenes, generated through a formal dimerization reaction, are obtained. reactions carried out air using undried solvents, water being only side product process.

10.1021/ol070624a article EN Organic Letters 2007-04-21

In this manuscript, we report the first synthesis of an organic monomolecular emitter, which behaves as a circularly polarized luminescence (CPL)-based ratiometric probe. The enantiopure helical ortho-oligo(phenylene)ethynylene (o-OPE) core has been prepared by new and efficient macrocyclization reaction. combination such o-OPE skeleton pyrene couple leads to two different CPL emission features in single structure whose ratio linearly responds silver(I) concentration.

10.1021/acs.joc.8b00162 article EN publisher-specific-oa The Journal of Organic Chemistry 2018-03-26

In this paper, we have systematically studied how the replacement of a benzene ring by heterocyclic compound in oligo(phenyleneethynylene) (OPE) derivatives affects conductance molecular wire using scanning tunneling microscope-based break junction technique. We describe for first time OPE with central pyrimidine can efficiently link to gold electrode two pathways presenting different G values. demonstrated that effect is associated presence efficient conductive length: conventional...

10.1021/jacs.5b05637 article EN Journal of the American Chemical Society 2015-10-09

A new family of chiral saddle-helix hybrid nanographenes is reported. The first hexa-peri-hexabenzocoronene (HBC) analogues bearing a nine-membered carbocycle are presented. Furthermore, for the time, π-extended carbo[n]helicenes containing ring as part helical moiety have been synthesized. combination [5]helicene and nonagon in single motif induces tremendous distortion from planarity into nanographenic structures compared to other hybrids such heptagon- octagon-containing...

10.1002/anie.202109310 article EN cc-by-nc Angewandte Chemie International Edition 2021-07-30

The presented penta- and hexahelicenes with two boron–nitrogen groups resemble their all-carbon analogs structurally but show considerably improved (chir)optical properties like absorptivities, quantum yields luminescence dissymmetries.

10.1039/d3sc02685j article EN cc-by-nc Chemical Science 2023-10-25

Here we describe a new class of CPL switches based on oxophilic interactions between chiral sulfoxide-containing ortho-phenylene ethynylene (o-OPE) foldamers and cationic metals. These systems represent unique case combining high glum values (up to 0.7 × 10-2) quantum yields in both folded ON unfolded OFF states.

10.1039/c8cc08395a article EN Chemical Communications 2018-01-01

Novel iron nanoparticles-based supramolecular hydrogels are described. These materials present enhanced mechanical strength keeping a water-like diffusion behaviour.

10.1039/c7qm00573c article EN Materials Chemistry Frontiers 2018-01-01

Using the break junction (BJ) technique we show that Au(RS)2 units play a significant role in thiol-terminated molecular junctions formed on gold. We have studied range of compounds, either with sulfur atoms direct conjugation phenyl core, or bonded to saturated methylene groups. For all molecules observe at least two distinct groups conductance plateaus. By careful analysis length behavior these plateaus, comparing across different cores and methyl sulfide anchor groups, demonstrate lower...

10.1021/acs.jpcc.7b11104 article EN The Journal of Physical Chemistry C 2018-01-24

Abstract The development of chiral compounds with enhanced chiroptical properties is an important challenge to improve device applications. To that end, optimization the electric and magnetic dipole transition moments molecule necessary. Nevertheless, relationship between chemical structure such quantum mechanical not always clear. That case moment ( m ) for which no general trends its have been suggested. In this work we propose a rationalization improving magnitude in different families...

10.1002/anie.202316696 article EN cc-by-nc Angewandte Chemie International Edition 2023-12-05

We report on the chemical design of chiral molecular junctions with stress-dependent conductance, whose helicity is maintained during stretching a single molecule junction due to stapling both ends inner helix. In reported compounds, different conductive pathways are observed, clearly conductance values and plateau-length distributions, attributed conformations helical structures. The large chiro-optical responses potential use these molecules as unimolecular spin filters have been...

10.1002/anie.202218640 article EN cc-by-nc Angewandte Chemie International Edition 2023-02-20

Chiral metallo-supramolecular fibres can be easily obtained by mixing a chloroform solution of phenylacetylene monomer (PA) that bears chiral sulfoxide group as pendant, with different equivalents methanolic AgClO

10.1002/anie.202318454 article EN Angewandte Chemie International Edition 2024-01-08

Abstract Direct alkylation of indoles with a wide variety tertiary propargylic alcohols under Brønsted acid catalysis conditions has been studied. A general and environmentally friendly method for the synthesis 3‐propargylated quaternary carbon atoms at their positions developed. The reactions are highly regioselective regard both to indole alkynol components. Only N ‐unsubstituted 2‐arylindoles do competitive S ′ take place afford 3‐dienyl‐ or 3‐allenylindoles, depending on moiety. were...

10.1002/ejoc.201001055 article EN European Journal of Organic Chemistry 2010-11-12

Similar to propargylic carboxylates and sulphides, 3-propargylindoles undergo 1,2-indole migrations under cationic gold(I) catalysis. The intermediate Au-carbenoid complex may evolve through different pathways depending on the substituents at terminal positions of alkyne moiety. Thus, 3-indenylindole derivatives were easily obtained formal iso-Nazarov or Nazarov cyclizations. DFT computations support formation an alkylidenecyclopropane that undergoes gold-iso-Nazarov gold-Nazarov...

10.1002/chem.201001162 article EN Chemistry - A European Journal 2010-07-19

A Brønsted acid catalyzed C3-selective tert-alkylation of indoles using tertiary propargylic and benzylic alcohols has been developed. New C3-propargylated indole derivatives with a quaternary carbon at the position have efficiently synthesized. Reactions were performed in air undried solvents, water was only side product process.

10.1055/s-2008-1072584 article EN Synlett 2008-03-31

The highly porous and robust [Ni8(OH)4(OH2)2(4,4′-(buta-1,3-diyne-1,4-diyl)bispyrazolato)6]n MOF can be used as a proof of concept for the incorporation release non-conventional [Ru(p-cymene)Cl2(pta)] RAPTA-C metallodrug.

10.1039/c1cc14594k article EN Chemical Communications 2011-01-01

A versatile Ti/Ni multimetallic protocol is described for the efficient catalysis of two different reactions, namely a Heck- and reductive-type cyclization alkyl iodides, in absence or presence water, respectively. Noteworthy, versatility Ti(III) chemistry allows an oxidative ending step under reductive conditions to give Heck-type products, good H-atom transfer capabilities Ti(III)-aqua complexes ensure cyclizations.

10.1021/ol3028913 article EN Organic Letters 2012-11-13

We explore both experimentally and theoretically the conductance packing of molecular junctions based on oligo(phenyleneethynylene) (OPE) diamine wires, when a series functional groups are incorporated into wires. Using scanning tunnelling microscopy break-junction (STM BJ) technique, we study these compounds in two environments (air 1,2,4-trichlorobenzene) different starting concentrations. show that electrical exhibits variations among compounds, which significant at standard...

10.1021/jp506078a article EN The Journal of Physical Chemistry C 2014-08-21
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