Publications

2020

Keteniminium Salts: Reactivity and Propensity Toward Electrocyclization Reactions

Tanriver, G., Dagoneau, D., Karadeniz, U., Kolleth, A., Lumbroso, A., Sulzer-Mossé, S., De Mesmaeker, A., Catak, S.
The Journal of Organic Chemistry , 85 (2) , 449-463 , 2020

Keteniminium Salts as Key Intermediates for the Efficient Synthesis of 3‐Amino‐Indoles and ‐Benzofurans

Dagoneau, D., Kolleth, A., Quinodoz, P., Tanriver, G., Catak, S., Lumbroso, A., Sulzer-Mossé, S., De Mesmaeker, A.
Helvetica Chimica Acta , 103 (1) , e1900217 , 2020

Elucidation of the Mechanism of Silver-Catalyzed Inverse Electron-Demand Diels-Alder (IEDDA) Reaction of 1,2- Diazines and Siloxy Alkynes

Avci, O.N., Catak, S., Dereli, B., Aviyente, V., Dedeoglu, B.
ChemCatChem , 12 (1) , 366-372 , 2020

2019

Design and Synthesis of Novel Indoline-(Thio)urea Hybrids

Lafzi, F., Kilic, H., Tanriver, G., Avci, O.N., Catak, S., Saracoglu, N.
Synthetic Communications , 49 (24) , 3510-3527 , 2019

Exploring the Photophysics of Polyfluorinated Phthalocyanine Derivatives as Potential Theranostic Agents

Koca, B., Hamuryudan, E., Catak, S., Erdogmus, A., Monari, A., Aviyente, V.
The Journal of Physical Chemistry C , 123 (40) , 24417-24425 , 2019

Synthesis of Benzazepinones via Intramolecular Cyclization Involving Ketene Iminium Intermediates

Kolleth, A., Dagoneau, D., Quinodoz, P., Lumbroso, A., Avanthay, M., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Helvetica Chimica Acta , 102 (9) , e1900168 , 2019

Straightforward Synthesis of 3‐Aminothiophenes Using Activated Amides

Dagoneau, D., Kolleth, A., Lumbroso, A., Tanriver, G., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Helvetica Chimica Acta , 102 (4) , e1900031 , 2019

Theoretical Investigation of Thiol-Ene Click Reactions: A DFT Perspective

Findik, V., Degirmenci, I., Catak, S., Aviyente, V.
European Polymer Journal , 110 , 211-220 , 2019

2018

Photophysical Properties of Novel Two-Photon Absorbing Dyes: Assessing Their Possible Use for Singlet Oxygen Generation

Sengul, O., Marazzi, M., Monari, A., Catak, S.
The Journal of Physical Chemistry C , 122 (28) , 16315-16324 , 2018

Activity of Topotecan toward the DNA/Topoisomerase I Complex: A Theoretical Rationalization

Bali, S.K., Marion, A., Ugur, I., Dikmenli, K., Catak, S., Aviyente, V.
Biochemistry , 57 (9) , 1542-1551 , 2018

Theoretical Insight into the Regioselective Ring-Expansions of Bicyclic Aziridinium Ions

Boydas, E.B., Tanriver, G., D'hooghe, M., Ha, H-J., Van Speybroeck, V., Catak, S.
Organic and Biomolecular Chemistry , 16 (5) , 796-806 , 2018

Rationalizing the Regioselectivity of Cationic Ring-Opening Polymerization of Benzoxazines

Furuncuoglu Ozaltin, T., Catak, S., Kiskan, B., Yagci, Y., Aviyente, V.
European Polymer Journal , 105 , 61-67 , 2018

An Improved Procedure for the Beckmann Rearrangement of Cyclobutanones

Lachia, M., Richard, F., Bigler, R., Kolleth, A., Dieckmann, M., Lumbroso, A., Karadeniz, U., Catak, S., De Mesmaeker, A.
Tetrahedron Letters , 59 (20) , 1896-1901 , 2018

Access to 3-Aminobenzothiophenes and 3-Aminothiophenes Fused to 5-membered Heteroaromatic Rings Through 6π-Electrocyclization Reaction of Keteniminium Salts

Kolleth, A., Muller, S., Lumbroso, A., Tanriver, G., Catak, S., Sulzer‐Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 59 (34) , 3242-3248 , 2018

2017

Hydroxyl Radical-Mediated Degradation of Diclofenac Revisited: A Computational Approach to Assessment of Reaction Mechanisms and by-products

Agopcan-Cinar, S., Ziylan-Yavas, A., Catak, S., Ince, N.H., Aviyente, V.
Environmental Science and Pollution Research , 24 (22) , 18458–18469 , 2017

Design of A Thermally Controlled Sequence of Triazolinedione-Based Click and Transclick Reactions

Houck, H.A., De Bruycker, K., Billiet, S., Dhanis, B., Goossens, H., Catak, S., Van Speybroeck, V., Winne, J.M., Du Prez, F.
Chemical Science , 8 (4) , 3098-3108 , 2017

Synthesis of 4-membered Ring Alkaloid Analogues via Intramolecular [2+2] Cycloaddition Involving Keteniminium Salt Intermediates

Kolleth, A., Lumbroso, A., Tanriver, G., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 58 (30) , 2904-2909 , 2017

Tandem Addition of Phosphite Nucleophiles Across Unsaturated Nitrogen-Containing Systems: Mechanistic Insights on Regioselectivity

Debrouwer, W., Hertsen, D., Heugebaert, T.S.A., Boydas, E.B., Van Speybroeck, V., Catak, S., Stevens, C.V.
The Journal of Organic Chemistry , 82 (1) , 188-201 , 2017

Asymmetric Synthesis of 3,4-Disubstituted 2-(Trifluoromethyl)pyrrolidines through Rearrangement of Chiral 2-(2,2,2-Trifluoro-1-hydroxyethyl)azetidines

Dolfen, J., Boydas, E.B., Van Speybroeck, V., Catak, S., Van Hecke, K., D'hooghe, M.
The Journal of Organic Chemistry , 82 (19) , 10092-10109 , 2017

Probing Optical Properties of Thiophene Derivatives for Two-Photon Absorption

Sengul, O., Boydas, E.B., Pastore, M., Sharmouk, W., Gros, P.C., Catak, S., Monari, A.
Theoretical Chemistry Accounts , 136 (6) , 2017

2016

Effect of Lewis Acids on the Stereoregularity of N,N-dimethyl Acrylamide: A Computational Approach

Furuncuoglu Ozaltin, T., Kura, B., Catak, S., Goossens, H., Van Speybroeck, V., Waroquier, M., Aviyente, V.
European Polymer Journal , 83 , 67-76 , 2016

New Access to Quaternary Aminocyclobutanes via Nucleophilic Addition on Cyclobutaniminium Salts

Kolleth, A., Lumbroso, A., Tanriver, G., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 57 (31) , 3510-3514 , 2016

Synthesis of Amino-Cyclobutanes via [2 + 2] Cycloadditions Involving Keteniminium Intermediates

Kolleth, A., Lumbroso, A., Tanriver, G., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 57 (25) , 2697-2702 , 2016

Influence of Solvation and Dynamics on the Mechanism and Kinetics of Nucleophilic Aromatic Substitution Reactions in Liquid Ammonia

Moors, S.L.C., Brigou, B., Hertsen, D., Pinter, B., Geerlings, P., Van Speybroeck, V., Catak, S., De Proft, F.
The Journal of Organic Chemistry , 81 4 , 1635-1644 , 2016

Computational Studies on Cinchona Alkaloid-Catalyzed Asymmetric Organic Reactions

Tanriver, G., Dedeoglu, B., Catak, S., Aviyente, V.
Accounts of Chemical Research , 49 (6) , 1250-1262 , 2016

2015

PPV Polymerization through the Gilch Route: Diradical Character of Monomers

Nikolić, J.D., Wouters, S., Romanova, J., Shimizu, A., Champagne, B., Junkers, T., Vanderzande, D., Van Neck, D., Waroquier, M., Van Speybroeck, V., Catak, S.
Chemistry – A European Journal , 21 52 , 19176-19185 , 2015

Cinchona Alkaloid Catalyzed Asymmetric Desymmetrization of meso‐Cyclic Anhydrides: The Origins of Stereoselectivity

Dedeoglu, B., Catak, S., Yildirim, A., Bolm, C., Aviyente, V.
ChemCatChem , 7 (24) , 4173-4179 , 2015

Access to Functionalized 3-Amino-Benzothiophenes Using Keteniminium Intermediates

Lumbroso, A., Behra, J., Kolleth, A., Dakas, P.Y., Karadeniz, U., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 56 (47) , 6541-6545 , 2015

Synthesis of Poly(2-oxazoline)s with Side Chain Methyl Ester Functionalities: Detailed Understanding of Living Copolymerization Behavior of Methyl Ester Containing Monomers with 2-Alkyl-2-oxazolines

Bouten, P.J.M., Hertsen, D., Vergaelen, M., Monnery, B., Catak, S., Van Hest, J.C.M., Van Speybroeck, V., Hoogenboom, R.
Journal of Polymer Science Part A-Polymer Chemistry , 53 (22) , 2649-2661 , 2015

Efficient Access to Functionalized Cyclobutanone Derivatives Using Cyclobuteniminium Salts as Highly Reactive Michael Acceptors

Lumbroso, A., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 56 (19) , 2397-2401 , 2015

Possibility of [1,5] Sigmatropic Shifts in Bicyclo[4.2.0]octa-2,4-dienes

Goossens, H., Winne, J.M., Wouters, S., Hermosilla, L., De Clercq, P.J., Waroquier, M., Van Speybroeck, V., Catak, S.
The Journal of Organic Chemistry , 80 (5) , 2609-2620 , 2015

Elucidating the Structural Isomerism of Fluorescent Strigolactone Analogue CISA-1

Goossens, H., Heugebaert, T.S.A., Dereli, B., Van Overtveldt, M., Karahan, O., Dogan, I., Waroquier, M., Van Speybroeck, V., Aviyente, V., Catak, S., Stevens, C.V.
European Journal of Organic Chemistry , 2016 (6) , 1211-1217 , 2015

Accelerated Living Cationic Ring-Opening Polymerization of A Methyl Ester Functionalized 2-Oxazoline Monomer

Bouten, P.J.M., Hertsen, D., Vergaelen, M., Monnery, B., Boerman, M.A., Goossens, H., Catak, S., Van Hest, J.C.M., Van Speybroeck, V., Hoogenboom, R.
Polymer Chemistry , 6 (4) , 514-518 , 2015

2014

Synthesis of Cyclobuteniminium Salts Derived from Aldo-Keteniminium Salts and Study of Their Reactivity in Diels–Alder Reaction

Lumbroso, A., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 55 (49) , 6721-6725 , 2014

Cycloaddition of Keteniminium with Terminal Alkynes toward Cyclobuteniminium and Their Use in Diels–Alder Reactions

Lumbroso, A., Catak, S., Sulzer-Mossé, S., De Mesmaeker, A.
Tetrahedron Letters , 55 (37) , 5147-5150 , 2014

6π/10π-Electrocyclization of Ketene-Iminium Salts for the Synthesis of Substituted Naphthylamines

Villedieu-Percheron, E., Catak, S., Zurwerra, D., Staiger, R., Lachia, M., De Mesmaeker, A.
Tetrahedron Letters , 55 (15) , 2446-2449 , 2014

2013

Synthesis of 2‐Hydroxy‐1,4‐oxazin‐3‐ones through Ring Transformation of 3‐Hydroxy‐4‐(1,2‐dihydroxyethyl)‐β‐lactams and a Study of Their Reactivity

Mollet, K., Goossens, H., Piens, N., Catak, S., Waroquier, M., Tornroos, K.W., Van Speybroeck, V., D'hooghe, M., De Kimpe, N.
Chemistry – A European Journal , 19 (10) , 3383-3396 , 2013

Diphosphonylation of Aromatic Diazaheterocycles and Theoretical Rationalization of Product Yields

De Blieck, A., Catak, S., Debrouwer, W., Drabowicz, J., Hemelsoet, K., Verstraelen, T., Waroquier, M., Van Speybroeck, V., Stevens, C.V.
European Journal of Organic Chemistry , 2013 (6) , 1058-1067 , 2013

Cationic Ring-Opening Polymerization of 2-Propyl-2-oxazolines: Understanding Structural Effects on Polymerization Behavior Based on Molecular Modeling

Goossens, H., Catak, S., Glassner, M., De La Rosa, V.R., Monnery, B., De Proft, F., Van Speybroeck, V., Hoogenboom, R.
ACS Macro Letters , 2 (8) , 651-654 , 2013

2012

Solvent-Catalyzed Ring–Chain–Ring Tautomerization in Axially Chiral Compounds

Yildirim, A., Konuklar, A.F.S., Catak, S., Van Speybroeck, V., Waroquier, M., Dogan, I., Aviyente, V.
Chemistry - A European Journal , 18 (40) , 12725-12732 , 2012

Regioselectivity in the Ring Opening of Non-Activated Aziridines

Stankovic, S., D'hooghe, M., Catak, S., Eum, H., Waroquier, M., Van Speybroeck, V., De Kimpe, N., Ha, H-J.
Chemical Society Reviews , 41 (2) , 643-665 , 2012

Free Radical Polymerization of Ethyl Methacrylate and Ethyl α-Hydroxy Methacrylate: A Computational Approach to the Propagation Kinetics

Dogan, B., Catak, S., Van Speybroeck, V., Waroquier, M., Aviyente, V.
Polymer , 53 (15) , 3211-3219 , 2012

Diastereoselective Aldol Reaction of Zincated 3-Chloro-3-methyl-1-azaallylic Anions as Key Step in the Synthesis of 1,2,3,4-Tetrasubstituted 3-Chloroazetidines

Mangelinckx, S., De Sterck, B., Colpaert, F., Catak, S., Jacobs, J., Rooryck, S., Waroquier, M., Van Speybroeck, V., De Kimpe, N.
The Journal of Organic Chemistry , 77 (7) , 3415-3425 , 2012

Solvent-Controlled Selective Transformation of 2-Bromomethyl-2-methylaziridines to Functionalized Aziridines and Azetidines

Stankovic, S., Goossens, H., Catak, S., Tezcan, M., Waroquier, M., Van Speybroeck, V., D'hooghe, M., De Kimpe, N.
The Journal of Organic Chemistry , 77 (7) , 3181-3190 , 2012

2011

Scope and Mechanism of the (4+3) Cycloaddition Reaction of Furfuryl Cations

Winne, J.M., Catak, S., Waroquier, M., Van Speybroeck, V.
Angewandte Chemie International Edition , 50 (50) , 11990-11993 , 2011

Competitive Reactions of Organophosphorous Radicals on Coke Surfaces

Catak, S., Hemelsoet, K., Hermosilla, L., Waroquier, M., Van Speybroeck, V.
Chemistry – A European Journal , 17 (43) , 12027-12036 , 2011

Reactivity of Activated versus Nonactivated 2-(Bromomethyl)aziridines with respect to Sodium Methoxide: A Combined Computational and Experimental Study

Goossens, H., Vervisch, K., Catak, S., Stankovic, S., D'hooghe, M., De Proft, F., Geerlings, P., De Kimpe, N., Waroquier, M., Van Speybroeck, V.
The Journal of Organic Chemistry , 76 (21) , 8698-8709 , 2011

Stereoselective Synthesis of cis-3,4-Disubstituted Piperidines through Ring Transformation of 2-(2-Mesyloxyethyl)azetidines

Mollet, K., Catak, S., Waroquier, M., Van Speybroeck, V., D'hooghe, M., De Kimpe, N.
The Journal of Organic Chemistry , 76 (20) , 8364-8375 , 2011

Furan‐Oxidation‐Triggered Inducible DNA Cross‐Linking: Acyclic Versus Cyclic Furan‐Containing Building Blocks—On the Benefit of Restoring the Cyclic Sugar Backbone

Stevens, K., Claeys, D.D., Catak, S., Figaroli, S., Hocek, M., Tromp, J.M., Schurch, S., Van Speybroeck, V., Madder, A.
Chemistry – A European Journal , 17 (25) , 6940-6953 , 2011

Synthesis of 3-Methoxyazetidines via an Aziridine to Azetidine Rearrangement and Theoretical Rationalization of the Reaction Mechanism

Stankovic, S., Catak, S., D'hooghe, M., Goossens, H., Tehrani, K.A., Bogaert, P., Waroquier, M., Van Speybroeck, V., De Kimpe, N.
The Journal of Organic Chemistry , 76 (7) , 2157-2167 , 2011

2010

Systematic Study of Halide-Induced Ring Opening of 2-Substituted Aziridinium Salts and Theoretical Rationalization of the Reaction Pathways

D'hooghe, M., Catak, S., Stankovic, S., Waroquier, M., Kim, Y., Ha, H-J., Van Speybroeck, V., De Kimpe, N.
European Journal of Organic Chemistry , 2010 (25) , 4920-4931 , 2010

Kinetic and Mechanistic Study on the p-Quinodimethane Formation in the Sulfinyl Precursor Route for the Polymerization of Poly(p-phenylene vinylene) (PPV)

Hermosilla, L., Catak, S., Van Speybroeck, V., Waroquier, M., Vandenbergh, J., Motmans, F., Adriaensens, P., Lutsen, L., Cleij, T., Vanderzande, D.
Macromolecules , 43 (18) , 7424-7433 , 2010

Opposite Regiospecific Ring Opening of 2-(Cyanomethyl)aziridines by Hydrogen Bromide and Benzyl Bromide: Experimental Study and Theoretical Rationalization

Catak, S., D'hooghe, M., Verstraelen, T., Hemelsoet, K., Van Nieuwenhove, A., Ha, H-J., Waroquier, M., De Kimpe, N., Van Speybroeck, V.
The Journal of Organic Chemistry , 75 (13) , 4530-4541 , 2010

Comparative Study of Various Normal Mode Analysis Techniques Based on Partial Hessians

Ghysels, A., Van Speybroeck, V., Pauwels, E., Catak, S., Brooks, B.R., Van Neck, D., Waroquier, M.
Journal of Computational Chemistry , 31 (5) , 994-1007 , 2010

Intramolecular π–π Stacking Interactions in 2-Substituted N,N-Dibenzylaziridinium Ions and Their Regioselectivity in Nucleophilic Ring Opening Reactions

Catak, S., D'hooghe, M., De Kimpe, N., Waroquier, M., Van Speybroeck, V.
The Journal of Organic Chemistry , 75 (3) , 885-896 , 2010

A Theoretical Study of the Mechanism of the Desymmetrization of Cyclic meso-Anhydrides by Chiral Amino Alcohols

Dedeoglu, B., Catak, S., Houk, K.N., Aviyente, V.
ChemCatChem , 2 (9) , 1122-1129 , 2010

2009

Nucleophile-Dependent Regioselective Ring Opening of 2-substituted N,N-dibenzylaziridinium Ions: Bromide versus Hydride

Young Yun, S., Catak, S., Koo Lee, W., D'hooghe, M., De Kimpe, N., Van Speybroeck, V., Waroquier, M., Kim, Y., Ha, H-J.
Chemical Communications , 18 , 2508–2510 , 2009

Deamidation of Asparagine Residues: Direct Hydrolysis versus Succinimide-Mediated Deamidation Mechanisms

Catak, S., Monard, G., Aviyente, V., Ruiz-Lopez, M.F.
The Journal of Physical Chemistry A , 113 (6) , 1111-1120 , 2009

2008

Computational Study on Nonenzymatic Peptide Bond Cleavage at Asparagine and Aspartic Acid

Catak, S., Monard, G., Aviyente, V., Ruiz-Lopez, M.F.
The Journal of Physical Chemistry A , 112 (37) , 8752-8761 , 2008

2007

Origin of Diastereoselectivity in the Synthesis of Chiral Bicyclic Lactams: π-Facial Selective Attack of Singlet Oxygen Induced by Hindered Internal Rotation

Catak, S., Celik, H., Demir, A.S., Aviyente, V.
The Journal of Physical Chemistry A , 111 (26) , 5855-5863 , 2007

2006

Reaction Mechanism of Deamidation of Asparaginyl Residues in Peptides: Effect of Solvent Molecules

Catak, S., Monard, G., Aviyente, V., Ruiz-Lopez, M.F.
The Journal of Physical Chemistry A , 110 (27) , 8354-8365 , 2006

2005

Computational Study of Alkyllithium/Pyridine Derivative Systems as Initiators for the Living Polymerization of Methyl Methacrylates

Catak, S., Aviyente, V., Nugay, T.
Journal of Polymer Science: Part A: Polymer Chemistry , 43 (2) , 455-467 , 2005

2002

Mechanism of the Forbidden [3s,5s]-Sigmatropic Shift: Orbital Symmetry Influences Stepwise Mechanisms Involving Diradical Intermediates

Leach, A.G., Catak, S., Houk, K.N.
Chemistry - A European Journal , 8 (6) , 1290–1299 , 2002