Publications

2017

Donor-StabilizedSilylene/Phosphine-Supported Carbon(0) Center with High Electron Density
T. Troadec, T. Wasano,R. Lenk, A. Baceiredo, N. Saffon-Merceron, D. Hashizume,Y. Saito, N. Nakata, V. Branchadell, T. Kato, Angew. Chem. Int. Ed. 2017, 56, 6891 –6895

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The Lightest Element Phosphoranylidene:NHC-Supported Cyclic Borylidene–Phosphorane with Significant B=P Character
A. Rosas-Sanchez, I. Alvarado-Beltran, A. Baceiredo, D. Hashizume, N. Saffon-Merceron, V. Branchadell,T. Kato, Angew. Chem. Int. Ed. 2017, 56, 4814 –4818

Theoretical study of a proton wire mechanism for the peptide bond formation in the ribosome.

C. Acosta-Silva, J. Bertran, V. Branchadell, A. Oliva, Theor. Chem. Acc. 2017, 136:49.

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A Stable Monomeric SiO2 Complex with Donor–Acceptor Ligands

R. Rodriguez, D. Gau, J. Saouli, A. Baceiredo, N. Saffon-Merceron, V. Branchadell, T. Kato, Angew. Chem. Int. Ed. 2017, 56, 3935-3939

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Studies on cycloalkane-based bisamide organogelators: A new example of stochastic chiral symmetry breaking induced by sonication .

B. Pi-Boleda, M. Sans, M. Campos, P. Nolis, O. Illa, J. C. Estévez, V. Branchadell, R. M. Ortuño, Chem. Eur. J. 2017, 23, 3357 –3365.
 

2016

Cyclic Amino(Ylide) Silylene:AStable Heterocyclic Silylene with Strongly Electron-Donating Character

I. Alvarado-Beltran, A. Baceiredo, N. Saffon-Merceron, V. Branchadell, Tsuyoshi Kato, Angew.Chem. Int.Ed. 2016, 55,16141 –16144

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Chiral Cyclobutane β-Amino Acid-Based Amphiphiles: Influence of cis/trans Stereochemistry on Condensed Phase and Monolayer Structure.

A. Sorrenti, O. Illa, R. M. Ortuño, R. Pons, Langmuir 2016, 32, 6977-6984.

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Silacyclopropylideneplatinum(0) Complex as a Robust and Efficient Hydrosilylation Catalyst

T. Troadec, A. Prades, R. Rodriguez, R. Mirgalet, A. Baceiredo, N. Saffon-Merceron,V. Branchadell,T. Kato, Inorg. Chem. 2016, 55, 8234−8240

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Synthesis, selectivity and structural study of new C3-symmetric tripodal amides as anion receptors. An experimental and theoretical approach.

S. Celis, B. Pi-Boleda, P. Nolis, O. Illa, V. Branchadell, R. M. OrtuñoChemistrySelect 2016, 1,1887–1892

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Donor/Acceptor-Stabilized 1-Silaketene: Reversible [2+2] Cycloaddition with Pyridine and Evolution by an Olefin Metathesis Reaction

M. Lopez Reyes, T. Troadec, R. Rodriguez, A. Baceiredo, N. Saffon-Merceron, V. Branchadell, T. Kato, Chem. Eur. J. 2016, 22,10247 –10253

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Organobridged silsesquioxanes based on cyclobutane diamines: influence of the stereochemistry on the morphology of the materials

M. Sans, O. Illa, R. M. OrtuñoTetrahedron 2016, 72, 2913-2919

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Donor-Stabilized Sila-cyclobutanone: A Precursor of 1-Silaketene via Retro-[2+2] Cycloaddition Reaction at Room Temperature

T. Troadec, M. López Reyes, R. Rodriguez, A. Baceiredo, N. Saffon-Merceron, V. Branchadell, T. Kato, J. Am. Chem. Soc. 2016, 138, 2965–2968

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Theoretical Insights on the Mechanism of the GTP Hydrolysis Catalyzed by the Elongation Factor Tu (EF-Tu)

C. Acosta-Silva, J. Bertran, V. Branchadell, A. Oliva, J. Phys. Chem. B. 2016, 120, 89-101

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2015

Reversible Dimerization of Phospine-Stabilized Silylene Insertion into SiII-H and SiII-CI sigma-Bonds ar Room Temperature

R. Rodriguez, Y. Contie, Y. Mao, N. Saffon-Merceron, A. Baceiredo, V. Branchadell, T. Kato, Angew. Chem., Int. Ed. 2015, 54, 15276-15279

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Chiral Cyclobutane β-Amino Acid-Based Amphiphiles: Influence of cis/trans Stereochemistry on Solution Self-aggregation and Recognition

A. Sorrenti, O. Illa, R. Pons, R. M. Ortuño,Langmuir 2015, 31, 9608–9618

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Stereoselective synthesis of highly branched chiral cyclobutane-cored triamines and their conjugation to Gd-DOTA

J. Ospina, R. Gutiérrez-Abad, S. Lope-Piedrafita, O. Illa, V. Branchadell, R. M. Ortuño, Tetrahedron 2015, 71, 8085-8095

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Synthesis of chiral functionalised-cyclobutyl pyrrolidines and amino alcohols from (-)-(S)-verbenone. Applications in the stabilisation of ruthenium nanocatalysts

        J. Aguilera, I. Favier, M. Sans, À. Mor, Á. Álvarez-Larena,O. Illa, M. Gómez, R. M. Ortuño, Eur. J. Org. Chem. 2015, 810-819

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2014

Divergent synthetic routes to biologically relevant types of compounds: chiral polyfunctional g-lactams and amino acids

         J. Aguilera, A. Moglioni, A. Mor, J. Ospina, O. Illa, R. M. Ortuño, Tetrahedron 201470, 6546-6553

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Azavinylidenephosphoranes: A Classof Cyclic PushPull Carbenes

         F. Lavigne, A. El Kazzi, Y. Escudie, E. Maerten, T. Kato, N. Saffon-Merceron, V. Branchadell, F. Cossio, A. Baceiredo, Chemistry - A European Journal 2014, 20, 12528-12536

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Theoretical Study on Two-Step Mechanisms of Peptide Release in the Ribosome

        C. Acosta-Silva, J. Bertran, V. Branchadell, A. Oliva, J. Phys. Chem. B 2014, 118, 5717–5729

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2013

Replacement of Thr32 and Gln34 in the C-terminal neuropeptide Y fragment 25-36 by cis-cyclobutane- and cis-cyclopentane b-amino acids shifts selectivity toward the Y4 receptor.

         Ł. Berlicki, M. Kaske, R. Gutiérrez-Abad,   G. Bernhardt, O. Illa, R. M. Ortuño, C. Cabrele,  A. Buschauer, O. Reiser, J. Med. Chem. 2013, 56, 8422-8431

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Base-Stabilized Sila-b-Lactone and Donor/Acceptor-Stabilized Silanoic Acid

         R. Rodríguez, D. Gau, T. Troadec, N. Saffon-Merceron, V. Branchadell, A. Baceiredo, T. Kato, Angew. Chem. Int. Ed. 2013, 52, 8980-8983

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Foldamers of β-Peptides: conformational preference of peptides formed by rigid building blocks. The first MI-IR spectra of a triamide nanosystem
       
  G. Pohl, E. Gorrea, V. Branchadell, R. M. Ortuño, A. Perczel, G. Tarczay, Amino Acids 2013, 45, 957-973

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Amphiphiles In Aqueous Solution: Well Beyond A Soap Bubble
       
  A. Sorrenti, O. Illa, R. M. Ortuño, Chem. Soc. Rev. 201342 (21), 8200 - 8219.

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New chiral polyfunctional cyclobutane derivatives from (-)-verbenone: possible surfactant behaviour
       
  J. Ospina, A. Sorrenti, O. Illa, R. Pons, R. M. Ortuño, Tetrahedron: Asymmetry 2013, 24, 713-718.

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Quantum Mechanical Study on the Mechanism of Peptide Release in the Ribosome

         C. Acosta-Silva, J. Bertran, V. Branchadell, A. Oliva,J. Phys. Chem. B 2013, 117, 3503−3515.

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Low-molecular-weight gelators consisting of hybrid cyclobutane-based peptides

         S. Celis, P. Nolis, O. Illa, V. Branchadell, R. M. Ortuño, Org. Biomol. Chem. 2013, 11, 2839-2846.

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The role of the chiral cis-1,2-disubstituted-2,2-dimethylcyclobutane motif in the conformational bias of several types of gamma-peptides

        J. Aguilera, J. A. Cobos, R. Gutiérrez-Abad, C. Acosta, P. Nolis, O. Illa, R. M. Ortuño, Eur. J. Org. Chem. 2013, 3494-3503. Special issue dedicated to Foldamers.

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Insights on peptide backbone N–H acidity: Structure of anions, hydration effects

       A. Oliva, B. Henry, M. F. Ruiz-López, Chem. Phys. Lett. 2013, 561–562, 153–158.

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 Diastereodivergent Synthesis of Chiral vic-Disubstituted-Cyclobutane Scaffolds: 1,3-Amino Alcohol and 1,3-Diamine Derivatives – Preliminary Use in Organocatalysis

         E. Mayans, A. Gargallo, A. Alvarez-Larena, O. Illa, R. M. Ortuño, Eur. J. Org. Chem. 2013, 8, 1425-1433.

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2012

Secondary structure of short beta-peptides as the chiral expression of monomeric building units: a rational and predictive model

         E. Gorrea, G. Pohl, P. Nolis, S. Celis, K. K Burusco, V. Branchadell, A. Perczel, R. M. Ortuño, J. Org. Chem. 2012, 77, 9795-9806.

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Stereoselective synthesis of all stereoisomers of orthogonally protected cyclobutane-1,2-diamine and some chemoselective transformations

          M. Sans, O. Illa, R.M. Ortuño Org. Lett. 2012, 14, 2431-2433.

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Searching for new cell-penetrating agents: hybrid cyclobutane-proline γ,γ–peptides

          E. Gorrea, D. Carbajo, R. Gutiérrez-Abad, O. Illa, V. Branchadell, M. Royo, R.M. Ortuño Org. Biomol Chem. 2012, 10, 4050-4057.

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Designing hybrid foldamers: The effect on the peptide conformational bias of beta- versus alpha- and gamma-linear residues in alternation with (1R,2S)-2-aminocyclobutane-1-carboxylic acid

          S. Celis, E. Gorrea, P. Nolis, O. Illa, R.M. Ortuño Org. Biomol Chem. 2012, 10, 861-868.

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Activation of CO2 and SO2 by boryl(phosphino)carbenes.

F. Lavigne, E. Maerten, G. Alcaraz, V. Branchadell, N. Saffon-Merceron, A. Baceiredo. Angew. Chem. Int. Ed. 2012, 51, 2489-2491.

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Quantum-mechanical study in the mechanism of peptide bond formation in ribosome.

C. Acosta-Silva, J. Bertran, V. Branchadell, A. Oliva. J. Am. Chem. Soc. 2012, 134, 5817-5831.

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2011

Synthesis and Characterization of a Stable Cyclic gem-Bis(phosphaylide): a 4π-Electron Three-Membered Heterocycle

             N. Dellus, T. Kato, N. Saffon-Merceron, V. Branchadell, A. Baceiredo Inorg. Chem. 2011, 50, 7949-7951.

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Synthesis and structural study of highly constrained hybrid cyclobutane-proline gamma,gamma-peptides

              R. Gutiérrez-Abad, D. Carbajo, P. Nolis, C. Acosta-Silva, J.A. Cobos, O. Illa, M. Royo, R.M. Ortuño Amino Acids 2011, 41, 673-686.

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Self-assembly of chiral cyclobutane-containing beta-dipeptides into ordered aggregates

              E. Gorrea, P. Nolis, E. Torres, E. Da Silva, D.B. Amabilino, V. Branchadell, R.M. Ortuño Chem. Eur. J. 2011, 17, 4588-4597.

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An isolable mixed P,S-bis(ylide) as an asymmetric carbon atom source

              N. Dellus, T. Kato, X. Bagan, N. Saffon-Merceron, V. Branchadell, A. Baceired Angew. Chem. Int. Ed. 2011, 49, 6798-6801.

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2010

Synthesis of chiral cyclobutane containing C3-symmetric peptidic dendrimers.

          R. Gutiérrez-Abad, O. Illa, R.M. Ortuño Org. Lett. 2010, 12, 3148-3151.

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Use of unnatural β-peptides as a self-assembling component in functional organic fibres.

          E.Torres, J. Puigmarti-Luis, A. Perez del Pino, R.M. Ortuño, D.M. Amabilino, Org. Biomol. Chem. 20108, 1661-1665.

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Synthesis and structural features of cyclobutane-containing chiral bicyclic ureas.

E. Gorrea, P. Nolis, A. Alvarez-Larena, E. Da Silva, V. Branchadell, R.M. Ortuño.Tetrahedron: Asymmetry 2010, 21, 339-345.

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Folding and self-assembling with beta-oligomers based on (1R,2S)-2-aminocyclobutane-1-carboxylic acid.

E. Torres, E. Gorrea, K. K. Burusco, E. Da Silva, P. Nolis, F. Rúa, S. Boussert, I. Díez-Pérez, S. Dannenberg, S. Izquierdo, E. Giralt, C. Jaime, V. Branchadell, R. M. Ortuño.Org. Biomol. Chem. 2010, 8, 564-575.

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Borylated methylenephosphonium salts: precursors of elusive boryl(phosphino)carbenes.

F. Lavigne, E. Maerten, G. Alcaraz, N. Saffon-Merceron, C. Acosta-Silva, V. Branchadell, A. Baceiredo.J. Am. Chem. Soc. 2010, 132, 8864-8865.

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Mutual relationship between stacking and hydrogen bonding in DNA. Theoretical study of guanine-cytosine, guanine-5-methylcytosine, and their dimers.

C. Acosta-Silva, V. Branchadell, J. Bertran, A. Oliva.J. Phys. Chem. B. 2010, 114, 10217-102.

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2009

 

Synthesis and structural study of novel dimethylcyclobutyl beta-peptides.

E. Torres, C. Acosta-Silva, F. Rúa, Á. Álvarez-Larena, T. Parella, V. Branchadell, R. M. Ortuño. Tetrahedron 2009, 65, 5669-5675.

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 Prevalence of eight-membered hydrogen-bonded rings in some bis(cyclobutane) beta-dipeptides with trans stereochemistry.

E. Torres, E. Gorrea, E. Da Silva, P. Nolis, V. Branchadell, R. M. Ortuño. Org. Lett. 2009, 11, 2301-2304.

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 Cyclobutane-containing peptides: Evaluation as novel metallocarboxypeptidase inhibitors and modelling of their mode of action..

Fernández, E. Torres, F. X. Avilés, R. M. Ortuño, J. Vendrell Biorg. Med. Chem. 2009, 17, 3824-3828.

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A stereoselective synthetic entry to beta-substituted alfa-[(trans)-vinyl] phosphonamides.

          O. Illa, S. Celis, A. El-Kazzi, A. Baceiredo, V. Branchadella, R. M. Ortuño. Tetrahedron 2009, 65, 2451-2454.

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2008

 

Stereoselective synthesis of cyclobutyl γ-amino acids leading to branched peptides with a cyclobutane core.

          J. Aguilera, R. Gutiérrez-Abad, À. Mor, A. G. Moglioni, G. Y. Moltrasio, R. M. Ortuño. Tetrahedron: Asymmetry 2008,19, 2864-2869.

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 Understanding the pi-facial diastereoselectivity in the addition of chiral diaminophosphino(silyl)carbenes to activated olefins. 

          O. Illa, X. Bagan, A. Baceiredo, V. Branchadell, R. M. Ortuño. Tetrahedron: Asymmetry 200819, 2353-2358.

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Thioxophosphoranyl aryl- and heteroaryloxiranes as the representants of a new class of metallocarboxypeptidase inhibitors.

          D. Fernández, O. Illa, F. X. Avilés, V. Branchadell, J. Vendrell, R. M. Ortuño. Bioorg. Med. Chem. 2008, 16, 4823-4829.

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 Stereoselective and efficient synthesis of (S)-pregabalin from D-mannitol.  

          S. Izquierdo, J. Aguilera, H. Buschmann, M. García, A. Torrens, R. M. Ortuño. Tetrahedron: Asymmetry 2008, 19, 651-653.

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Stereodivergent and efficient synthesis of the first bis(cyclobutane) gamma-dipeptides and mixed gamma-oligomers.

          J. Aguilera, A. G. Moglioni, G. Y. Moltrasio, R. M. Ortuño. Tetrahedron: Asymmetry 2008, 19, 302-308.

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2007

 

 Synthesis of mixed phosphonium-sulfonium bis-ylide R3P=C=SR2. 

          S. Pascual, M. Asay, O. Illa, T. Kato, G. Bertrand, N. Saffon-Merceron, V. Branchadell, A. Baceiredo. Angew. Chem., Int. Ed. 2007, 46, 9078-9080.

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  Self-assembly of a cyclobutane β-tetrapeptide to form nanosized structures .

          F. Rúa, S. Boussert, I. Diez-Pérez, V. Branchadell, E. Giralt, R. M. Ortuño. Organic Letters 2007, 9, 3643-3645.

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Cyclopropanation of cyclohexenone by diazomethane catalyzed by palladium diacetate. Evidence for the formation of Pd(0) nanoparticles.

          O. Illa, C. Rodríguez-García, C. Acosta-Silva, I. Favier, D. Picurelli, A. Oliva, M. Gómez, V. Branchadell, R. M. Ortuño. Organometallics 2007, 26, 3306-3314.

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 Theoretical study on the mechanism of the [2+1] thermal cycloaddition between alkenes and stable singlet (phosphino)(silyl)carbenes  

         B. Leccea, M. Ayerbe, A. Arrieta, F. P. Cossío, V. Branchadell, R. M. Ortuño, A. Baceiredo. J. Org. Chem. 2007, 72, 357-366.

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2006

 

Cyclobutyl-carbonyl substituted PNA: synthesis and study of a novel PNA derivative.

         G. P. Aguado, F. Rúa, V. Branchadell, P. E. Nielsen, R. M. Ortuño. Tetrahedron: Asymmetry 2006, 17, 2499-2503 .

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 Reaction of C-silylated α-diazophosphines as nucleophiles toward carbonyl compounds: a mechanistic study and application to the synthesis of alkynes and α-hydroxyphosphonamides.

         O. Illa, X. Bagán, A. M. Cazorla, C. Lyon, A. Baceiredo, V. Branchadell, R. M. Ortuño. J. Org. Chem. 2006, 71, 5320-5327.

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Anillos carbonados pequeños: Unidades estructurales valiosas en ingeniería molecular. 

         R. M. Ortuño. An. Quím. 2006, 102, 13-20.

2005

 

(+)- and (-)-2-Aminocyclobutane-1-carboxylic Acids and Their Incorporation Into Highly Rigid β-peptides: Stereoselective Synthesis and a Structural Study.

         S. Izquierdo, F. Rúa, A. Sbai, T. Parella, A. Álvarez-Larena, V. Branchadell, R. M. Ortuño. J. Org. Chem. 2005, 70, 7963-7971.

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Diastereoselective synthesis of fulleropyrrolidines from suitably functionalized chiral cyclobutanes.

         B. M. Illescas, N. Martín, J. Poater, M. Solà, G. P. Aguado, R. M. Ortuño. J. Org. Chem. 2005, 70, 6929-6932.

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 Theoretical and experimental investigations on the basicity of phosphino(silyl)carbenes.  

         D. Martin, O. Illa, A. Baceiredo, G. Bertrand, V. Branchadell, R. M. Ortuño. J. Org. Chem.  2005, 70, 5671-5677.

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 Enantioselective Synthesis of Conformationally Constrained β-Amino Acids.  

         R. M. Ortuño. Second Edition of “Enantioselective Synthesis of β-Amino Acids” E. Juaristi and V. A. Soloshonok, Eds. Wiley. New York. 2005. pp 117-137.

Cyclobutane Biomolecules: Synthetic approaches to nucleosides, amino acids, and peptides..  

         R. M. Ortuño, A. G. Moglioni, and G. Moltrasio. Curr. Org. Chem. 2005, 9, 237-259.

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 Energy Analysis of the Chemical Bond in Group IV and V Complexes. A DFT Study.    

         O. Kh. Poleshchuk, E. L. Shevchenko, V. Branchadell, M. Lein, G. Frenking. Int. J. Quantum Chem. 2005, 101, 869-877.

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