Contact info:
Dr. Anna Pla-Quintana
anna.plaq@udg.edu
Tel. (+34) 972 41 82 75
Website
Àlex Díaz-Jiménez, Roger Monreal-Corona, Albert Poater, María Álvarez, Elena Borrego, Pedro J. Pérez, Ana Caballero, Anna Roglans, Anna Pla-Quintana
Intramolecular Interception of the Remote Position of Vinylcarbene Silver Complex Intermediates by C(sp3)-H Bond Insertion
Angew. Chem. Int. Ed. 2023, 62, e202215163
DOI: 10.1002/anie.202215163
Hot paper
Jordi Vila, Miquel Sola?, Thierry Achard, Stephane Bellemin-Laponnaz, Anna Pla-Quintana, and Anna Roglans
Rh(I) Complexes with Hemilabile Thioether-Functionalized NHC Ligands as Catalysts for [2 + 2 + 2] Cycloaddition of 1,5-Bisallenes
ACS Catal. 2023, 13, 3201?3210
DOI: 10.1021/acscatal.2c05790
Àlex Díaz-Jiménez, Stuart C.D. Kennington, Anna Roglans, and Anna Pla-Quintana
Copper(I) Iodide Catalyzed [3 + 3] Annulation of Iodonium Ylides with Pyridinium 1,4-Zwitterionic Thiolates for the Synthesis of 1,4?Oxathiin Scaffolds
Org.Lett. 2023, 25, 4830?4834
DOI: 10.1021/acs.orglett.3c01538
Albert Artigas, Cristina Castanyer, Nil Roig, Agustí Lledó, Miquel Solà, Anna Pla-Quintana, and Anna Roglans
Synthesis of Fused Dihydroazepine Derivatives of Fullerenes by a Rh-Catalyzed Cascade Process
Adv. Synth. Catal. 2021, 363, 3835– 3844
DOI: 10.1002/adsc.202100644
Jordi Vila, Roger Vinardell, Miquel Solà, Anna Pla-Quintana, and Anna Roglans
A Rh(I)-Catalyzed Cascade Cyclization of 1,5-Bisallenes and Alkynes for the Formation of cis-3,4-Arylvinyl Pyrrolidines and Cyclopentanes
Adv. Synth. Catal. 2022, 364, 206 – 217
DOI: 10.1002/adsc.202100934
The involvement of alkenes and allenes in transition-metal calalyzed [2+2+2] cycloaddition reactions has the advantage of allowing for the eventual introduction of stereogenic centres in the newly formed six-membered ring and of affording complex polycyclic scaffolds. Our work is focused on the use of properly substituted alkenes, which are more reluctant to react than alkynes, that allow the synthesis of chiral cyclohexadienes and their further functionalization by Diels-Alder reaction. We are also investigating the use of allenes, unsaturated substrates that are more reactive than alkenes and that deliver cycloadducts with an exocyclic double bond that can subsequently be manipulated. One of the main aims in our research is to control the chemoselectivity and regioselectivity of these processes by determining the factors that govern them both experimentally and theoretically.
Fullerenes are a class of molecule made up of carbon atoms with an unusual hybridization (sp2,3) exhibiting a chemical reactivity similar to that of electron-deficient olefins. [60]Fullerene, in particular, has received considerable attention due to its interesting spherical structures and unique physical and chemical properties. The functionalization of [60]fullerene with different functional groups provides a variety of potential molecular materials for biological, optical, and electronic devices. Our work is focused on exploring the versatility of rhodium complexes in the cycloaddition of pi-unsaturations to C60 as a tool to functionalize these molecules in a straightforward manner.
In order to effectively control and improve the catalytic reactions, it is necessary to understand the mechanistic details of the process. One of the difficulties faced in these investigations is that the low concentrations and transient nature of most of the intermediates involved make their identification difficult. Therefore, techniques that allow the direct monitoring of these reactive intermediates are of great interest. One of our research lines is to use electrospray ionization mass spectrometry (ESI-MS) and subsequent MS/MS analysis to obtain detailed data by trapping and identifying short-lived intermediates in transition-metal catalyzed [2+2+2] cycloaddition reactions. In addition to observing the molecular mass of ions for many reactive intermediates, this technique reveals structural information through characteristic fragmentation patterns by collision-induced dissociation. All these data help us to more fully understand the course of cycloadditions and allow us to improve these reactions.
The vast majority of syntheses rely on step-by-step transformations. This is an inefficient, time-consuming strategy that would be greatly improved by the implementation of effective cascade processes. Of the many intermediates that can initiate or participate in cascade processes, metal-carbenoids are an excellent option due to their versatility and high reactivity. Rhodium(II) dimers have emerged as the most versatile class of complexes for single-step carbenoid mediated reactions. The transition-metal carbenoids that are required for these reactions are mostly prepared from nitrogen extrusion of diazo compounds that have non-negligible security and toxicity risks. Furthermore, the methodology is limited just to carbenoids with certain electronic properties. This research line is aimed at preparing rhodium carbenoids making use of rhodium(I) complexes to decompose arylsulfonylhydrazones, a carbenoid source that is much safer and easier to handle and which is amenable to all types of carbenoids. Rhodium(I) complexes with atropoisomeric ligands are chosen to exploit their versatility and stereoselectivity in cycloaddition reactions, nucleophilic substitutions and rearrangements. This combination is selected to trigger cascade reactions that allow the straightforward enantioselective synthesis of (poly)cyclic compounds from readily available linear starting materials.
Postdoc
Supervisor:Full Professor
PhD Student (FPI)
Supervisor:PhD student (FI)
Supervisor:PhD student (DI)
Supervisor:PhD Student (FPU)
Supervisor:Since 2015 the IQCC is organizing a Science Slam. On Tuesday October 1st the IQCC
Next Monday will be the defense of the doctoral thesis of Àlex Díaz
During this week (May 28-31) there is the main event of the year: #GirSem24 at
On April 4th, Dr. Albert Artigas started his MSCA post-docotral project entitled singlet