Andrea Gualandi

ORCID: 0000-0003-2403-4216
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About
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Research Areas
  • Asymmetric Synthesis and Catalysis
  • Radical Photochemical Reactions
  • Catalytic C–H Functionalization Methods
  • Asymmetric Hydrogenation and Catalysis
  • Sulfur-Based Synthesis Techniques
  • Chemical Synthesis and Reactions
  • Synthetic Organic Chemistry Methods
  • Chemical Synthesis and Analysis
  • Oxidative Organic Chemistry Reactions
  • Crystallization and Solubility Studies
  • Synthesis and Catalytic Reactions
  • X-ray Diffraction in Crystallography
  • Chemical Reaction Mechanisms
  • Axial and Atropisomeric Chirality Synthesis
  • Analytical Chemistry and Chromatography
  • Coordination Chemistry and Organometallics
  • Fluorine in Organic Chemistry
  • Surface Chemistry and Catalysis
  • Porphyrin and Phthalocyanine Chemistry
  • Molecular spectroscopy and chirality
  • Luminescence and Fluorescent Materials
  • Chemical synthesis and alkaloids
  • Synthesis and Biological Activity
  • Molecular Junctions and Nanostructures
  • Polyoxometalates: Synthesis and Applications

University of Bologna
2016-2025

Universidad Juárez Autónoma de Tabasco
2023

Universidad Nacional Autónoma de México
2023

Bangalore University
2023

Indian Institute of Technology Kharagpur
2023

Ospedale San Giacomo Apostolo
2016

University of Milan
2015

University of Turin
2015

GlaxoSmithKline (Italy)
2006-2007

National Interuniversity Consortium of Materials Science and Technology
2005

Catalytic amounts (2.5 mol %) of [Fe(bpy)3]Br2 complex in the presence visible light and MacMillan catalyst 3 (20 are highly effective promoting an enantioselective organocatalytic photoredox alkylation aldehydes with various α-bromo carbonyl compounds. Reaction yields isolated compounds enantioselectivities very good comparable to ones obtained by [Ru(bpy)3]2+, organic dyes, or semiconductors, same organocatalysts. The use first-row, abundant, cheap metals photocatalyzed reactions can open...

10.1021/acscatal.5b01573 article EN ACS Catalysis 2015-09-02

Is two-photon catalysis better than one-photon? The sequential absorption of two photons enables the production highly reducing or oxidizing species. short lifetime excited states and photostability photocatalyst pose significant limitations to this approach.

10.1039/c7cp08011e article EN Physical Chemistry Chemical Physics 2018-01-01

Using ascorbate as a sacrificial reductant, iodo-Bodipy dye is able to promote the ATRA reaction between bromoderivatives and alkenes.

10.1039/c6cc09387f article EN Chemical Communications 2017-01-01

A Barbier-type Cp2TiCl2-mediated (10 mol %) photoredox allylation of aldehydes under irradiation with visible light (blue light-emitting diodes (LEDs), 450 nm) and in the presence an organic dye (3DPAFIPN, 5 allylbromides is described.

10.1021/acscatal.0c00348 article EN cc-by ACS Catalysis 2020-02-28

The pinacol coupling reaction, a reductive of carbonyl compounds that proceeds through the formation ketyl radicals in presence an electron donor, affords corresponding 1,2-diols one single step. photoredox version this transformation has been accomplished using different organic dyes or photoactive metal complexes sacrificial donors such as tertiary amines Hantzsch's ester. Normally, homo-coupling reactive is neither diastereo- nor enantio-selective. Herein, we report highly...

10.1039/d2sc00800a article EN cc-by-nc Chemical Science 2022-01-01

A formal formyl: The organocatalytic stereoselective addition of formyl equivalents to aldehydes (see scheme) tolerates a large variety functional groups afford products with high enantioselectivity (92–97 % ee) and good yields (up 95 %). benzodithiol group can be easily removed Raney Ni or metalated nBuLi, thus giving access methyl wide range useful intermediates. heterocycle 1 (Scheme 1) is an interesting readily available synthon for organic synthesis.1 application the formed carbanion 2...

10.1002/anie.201102562 article EN Angewandte Chemie International Edition 2011-06-28

Formales Formyl: Die organokatalytische stereoselektive Addition von Formyläquivalenten an Aldehyde (siehe Schema) toleriert vielfältige funktionelle Gruppen und liefert Produkte mit hoher Enantioselektivität (92–97 % ee) guten Ausbeuten (bis 95 %). Benzodithiolgruppe lässt sich leicht Raney-Ni entfernen oder nBuLi metallieren, was den Zugang zu einer Methylgruppe bzw. einem breiten Spektrum nützlicher Intermediate eröffnet.

10.1002/ange.201102562 article DE Angewandte Chemie 2011-06-28

Here we report the application of readily prepared and available coumarin dyes for photoredox catalysis, which are able to mimic powerful reductant [Ir(iii)] complexes. Coumarin derivatives 9 10 were employed as photoreductants in pinacol coupling other reactions, presence Et3N a sacrificial reducing agent. As electronic, photophysical, steric properties coumarins could be varied, wide applicability several classes reactions is predicted.

10.1039/c8cc04048f article EN Chemical Communications 2018-01-01

The highly stereoselective addition of aldehydes to isoquinolines, promoted by the Hayashi–Jørgensen secondary amine catalyst, is described. procedure has a wide scope, with CbzCl or Boc2O used activate isoquinoline nucleophilic addition, allowing for facile generation useful synthetic intermediates in high enantiomeric excesses. products obtained are synthesis tetrahydroprotoberberine alkaloids. This methodology been applied first enantioselective 13-methyl tetrahydroprotoberberine, as...

10.1039/c4sc01221f article EN Chemical Science 2014-06-30

Abstract A gas‐phase nitrogen–nitrogen noncovalent interaction has been unveiled in the nitroethane–trimethylamine complex an environment free from solvent and matrix effects using rotational spectroscopy supersonic expansion. Different quantum chemical models (NOCV/CD NBO) agree indicating that this largely prevails over C−H⋅⋅⋅O C−H⋅⋅⋅N hydrogen bonds. Furthermore, a SAPT analysis shows electrostatic dispersion interactions play comparable role stabilizing complex. The conformational...

10.1002/anie.201807751 article EN Angewandte Chemie International Edition 2018-08-22

Abstract The purposes of this paper are moving toward (a) the development a new series photoinitiators (PIs) which based on keto‐coumarin (KC) core, (b) introduction light‐emitting diodes (LEDs) as inexpensive and safe sources irradiation, (c) study photochemical mechanisms through PIs react using different techniques such Fourier transform infrared, UV–visible or fluorescence spectroscopy, so on, (d) use compounds (presenting good reactivity excellent photopolymerization initiating...

10.1002/pol.20190290 article EN Journal of Polymer Science 2020-02-14

The complexes [Eu(bpcd)(tta)], [Eu(bpcd)(Coum)], and [Tb(bpcd)(Coum)] [tta = 2-thenoyltrifluoroacetyl-acetonate, Coum 3-acetyl-4-hydroxy-coumarin, bpcd N,N'-bis(2-pyridylmethyl)-trans-1,2-diaminocyclohexane-N,N'-diacetate] have been synthesized characterized from photophysical thermodynamic points of view. optical chiroptical properties these complexes, such as the total luminescence, decay curves Ln(III) electronic circular dichroism, circularly polarized investigated. Interestingly, number...

10.1021/acs.inorgchem.3c00196 article EN cc-by Inorganic Chemistry 2023-06-01

Organic chromophores displaying TADF emission were coupled to a Mn( i )-complex as the catalyst and investigated photosensitizers for CO 2 reduction. Upon 470 nm LED excitation, TON CO+HCOOH > 650 Φ = 22.8% obtained.

10.1039/d3se00546a article EN cc-by-nc Sustainable Energy & Fuels 2023-01-01

Water under troubled chemistry! The first catalytic stereoselective addition of aldehydes to internal functionalized propargylic alcohols promoted by a combination organocatalysis and indium triflate is described (see scheme). reaction tolerant functional groups (FG) was performed in the presence water. High enantioselectivities (anti, 92–99 % ee) moderate diastereomeric ratios (d.r., up 6.7:1 for anti isomer) were obtained.

10.1002/chem.201100729 article EN Chemistry - A European Journal 2011-05-26

Abstract In recent years there has been an accelerated rate of development in the field organocatalysis, with asymmetric organocatalysis now reaching full maturity. The invention new organocatalytic reactions and exploration concepts appear tandem application techniques synthesis natural products active pharmaceutical ingredients (APIs). After a “golden rush” researchers are starting to combine different methods, thereby taking advantage significant benefits synergy. Metals used combination...

10.1002/asia.201301549 article EN Chemistry - An Asian Journal 2014-02-23

Alkyl radicals are obtained by photocatalytic oxidation of readily prepared or commercially available zinc sulfinates. The convenient benzylation and alkylation a variety electron-poor olefins triggered the iridium(III) complex 6 Ir[dF(CF3)ppy]2(dtbbpy)PF6 as photocatalyst is described. Moreover, it shown that sulfinates can be used for facile nonradical sulfonylation reactions with highly electrophilic Michael acceptors.

10.1021/acscatal.7b01669 article EN ACS Catalysis 2017-07-07

Abstract We describe a novel efficient photochemical procedure for the direct iodoperfluoroalkylation of terminal olefins. The process uses simple and inexpensive perylenediimide (PDI) in an extremely low catalytic loading occurs with visible light irradiation. reported methodology is highly viable from synthetic point view, since it proceeds under mild reaction conditions significant rate production. Preliminary mechanistic investigations are also reported.

10.1002/cptc.201900018 article EN ChemPhotoChem 2019-02-22

Here we report the application of dual nickel/photoredox catalysis to allylation aliphatic, aromatic and heteroaromatic aldehydes by using commercially available reagents. The process utilizes combination a Ni(ii) complex, [Ru(bpy)3]2+ as photoredox catalyst, allylacetate under blue LED irradiation, allows synthesis large variety homoallylic alcohols.

10.1039/c9cc03344k article EN Chemical Communications 2019-01-01

Here we report a practical, highly enantioselective photoredox allylation of aldehydes mediated by chiral nickel complexes with commercially available allyl acetate as the allylating agent. The methodology allows clean stereoselective in good to excellent yields and up 93 % e.e. using catalytic amount NiCl2 (glyme) presence aminoindanol-derived bis(oxazoline) ligand. system is constituted organic dye 3DPAFIPN Hantzsch's ester sacrificial reductant. reaction proceeds under visible-light...

10.1002/anie.202114981 article EN Angewandte Chemie International Edition 2021-12-22

The stability of a photocatalyst under irradiation is important in photoredox applications. In this work, we investigated the thermally activated delayed fluorescence (TADF) {3DPAFIPN [2,4,6-tris(diphenylamino)-5-fluoroisophthalonitrile]}, recently employed photoredox-mediated processes, discovering that absence quenchers chromophore unstable and efficiently converted by with visible light into another species based on carbazole-1,3-dicarbonitrile moiety. new obtained itself TADF emitter...

10.1021/acs.joc.2c01825 article EN cc-by The Journal of Organic Chemistry 2022-11-16
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