Publications

Triazenolysis of alkenes as an aza version of ozonolysis

Nature Chemistry 2024
A. Koronatov, P. Sakharov, D. Ranolia, A. Kaushansky, N. Fridman, and M. Gandelman

Development of Modular Nitrenium Bipolar Electrolytes for Possible Applications in Symmetric Redox Flow Batteries

J. Am. Chem. Soc. 2024, 146, 28, 19474–19488
A. Varenikov, M. Gandelman, M. S. Sigman

Metal–Ligand Cooperative Catalytic Coupling of Terminal Alkynes and Carboxylic Acids for the Stereoselective Synthesis of Dienyl Esters

Organometallics 2024 43 (3), 368-380
A. Hassin, R. Levy, N. Fridman, and M. Gandelman

Nitrenium ions as new versatile reagents for electrophilic amination

Chem. Sci., 2023, 14, 12034-12040
I. Avigdori, K. Singh, N. Fridman and M. Gandelman

Multimodal Reactivity of N–H Bonds in Triazanes and Isolation of a Triazinyl Radical

J. Am. Chem. Soc. 2022, 144, 51, 23642–23648
A. Koronatov, A. Mauda, B. Tumansky, A. Kaushansky, N. Fridman, D. Bravo-Zhivotovskii, and M. Gandelman

Nitrenium Salts in Intramolecular Lewis Pairs

Z. Anorg. Allg. Chem. 2023, 649, e202200326. Invited article.
I. Avigdori, K. Singh, A. Pogoreltsev, A. Kaushansky, N. Fridman, M. Gandelman

Triazolium Salts as Lewis Acid Catalysts

Org. Lett. 2022, 24, 22, 3915–3919
D. Ranolia, I. Avigdori, K. Singh, A. Koronatov, N. Fridman, M. Gandelman

New Generation of Nitrenium Salts: Catalytic Hydrosilylation of Imines and a Mechanism of Action of Nitrogen Lewis Acids

ACS Catal. 2022, 12, 12, 6831–6839
K. Singh, I. Avigdori, A. Kaushansky, N. Fridman, D. Toledano, M. Gandelman

Decarboxylative Halogenation of Organic Compounds

Chem. Rev. 2021, 121, 412
A. Varenikov, E. Shapiro, M. Gandelman

Synthesis of Chiral α-CF3-Substituted Benzhydryls via Cross-Coupling Reaction of Aryltitanates

Org. Lett. 2020, 22, 23, 9386
A. Varenikov, E. Shapiro, M. Gandelman

Frustrated Lewis Pairs Comprising Nitrogen Lewis Acids for Si‐H Bond Activation

Angew. Chem. Int. Ed. 2020, 59, 23476
I. Avigdori, A. Pogoreltsev, A. Kaushanski, N. Fridman, M. Gandelman

O-Carboranylene versus Phenylene Backbones in Cyclization Reactions of 1,2 Diketones with Hydrosilanes

Organometallics 2020, 39, 4232
K. Jaiswal, K. Chulsky, M. Gandelman, R. Dobrovetsky

New P-chirogenic tert.-butyl-xantphos ligands and their application in asymmetric hydrogenation and alkylation

Tetrahedron 2020, 76, 17, 131142
J. Holz, G. Wenzel, A. Spannenberg, M. Gandelman, A. Börner

Direct Copper‐Catalyzed C‐H Monofluoroalkylation of Benzoxazoles with 1‑Fluoro‐1‐haloalkanes

Eur. J. Org. Chem. 2020, 21, 3138
W. Li, A. Varenikov, M. Gandelman

Bidentate Triazolate-Based Ligand System: Synthesis, Coordination Modes, and Cooperative Bond Activation

Organometallics 2020, 39, 3, 425
A. Hassin, N. Fridman, M. Gandelman

Organotitanium nucleophiles in asymmetric cross-coupling reaction: stereoconvergent synthesis of chiral α-fluoroalkyl thioethers

J. Am. Chem. Soc. 2019, 141, 10994
A. Varenikov, M. Gandelman

Synthesis and characteristics of iridium complexes bearing N-heterocyclic nitrenium cationic ligands

Organometallics 2019, 38, 2494
H. Levy-Vahav, A. Pogoreltsev, Y. Tulchinsky, N. Fridman, A. Börner, M. Gandelman

Synthesis of chiral α-trifluoromethyl alcohols and ethers via enantioselective Hiyama cross-couplings of bisfunctionalized electrophiles

Nature Commun. 2018, 9, 3566
A. Varenikov, M. Gandelman

About the Inversion Barriers of P‐Chirogenic Triaryl‐Substituted Phosphanes

Chem. Eur. J. 2018, 23, 2984
J. Holz, H. Jiao, M. Gandelman, A. Börner

Aliphatic C–H Bond Iodination by a N-Iodoamide and Isolation of an Elusive N-Amidyl Radical

J. Org. Chem. 2017, 82 (14), 7093
A. Artaryan, A. Mardyukov, K. Kulbitski, I. Avigdori, G. Nisnevich, P. Schreiner, M. Gandelman

Nitrogen Lewis Acids

J. Am. Chem. Soc. 2017, 139, 4062
A. Pogoreltsev, Y. Tulchinsky, N. Fridman, M. Gandelman

Enantioselective assembly of tertiary stereocenters via multicomponent chemoselective cross-coupling of geminal chloro (iodo) alkanes

Chem. Sci. 2016, 7, 2762
X. Jiang, K. Kulbitski, G. Nisnevich, M. Gandelman

Coordination Chemistry of N‐Heterocyclic Nitrenium‐Based Ligands

Chem.: Eur. J. 2015, 21, 6965
Y. Tulchinsky, S. Kozuch, P. Saha, A. Mauda, G. Nisnevich, M. Botoshansky, L. J. W. Shimon, M. Gandelman

Enantioselective Suzuki cross-couplings of unactivated 1-fluoro-1-haloalkanes: Synthesis of chiral β-, γ-, δ-, and ε-fluoroalkanes

J. Am. Chem. Soc. 2015, 137, 2542
X. Jiang, M. Gandelman

Efficient synthesis of secondary alkyl fluorides via Suzuki cross-coupling reaction of 1‑halo‑1‑fluoroalkanes

J. Am. Chem. Soc. 2014, 136, 9548
X. Jiang, S. Sakthivel, K. Kulbitski, G. Nisnevich, M. Gandelman

Cation–cation bonding in nitrenium metal complexes

Chem. Sci. 2014, 5, 1305
Y. Tulchinsky, S. Kozuch, P. Saha, M. Botoshansky, L. J. W. Shimon, M. Gandelman

Design and Development of Bioinspired Guanine‐Based Organic Catalyst for Asymmetric Catalysis

Eur. J. Org. Chem. 2012, 2118
G. Suez, V. Bloch, G. Nisnevich, M. Gandelman

Nitrenium ions as ligands for transition metals

Nat. Chem. 2011, 3, 525
Y. Tulchinsky, M. A. Iron, M. Botoshansky, M. Gandelman

Metal‐Free Efficient, General and Facile Iododecarboxylation Method with Biodegradable Co‐Products

Advanced Syn. & Cat. 2011, 353, 1438
K. Kulbitski, G. Nisnevich, M. Gandelman

Modifiable bidentate systems via N–C rearrangement in triazoles

Chem. Commun. 2011, 47, 319
E. A. S. Smith, G. Molev, M. Botoshansky, M. Gandelman

1, 2, 3-Triazolylidene based complexes via post-modification of pincer click ligands

Dalton Trans. 2011, 40, 8764
E. M. Schuster, M. Botoshansky, M. Gandelman

Azidomethyl Phenyl Sulfide

Encyclopedia of Reagents for Organic Synthesis, 2010, John Wiley & Sons
E. M. Schuster, M. Gandelman

Versatile, Selective, and Switchable Coordination Modes of Pincer Click Ligands

Organometallics 2009, 28, 7001
E. M. Schuster, M. Botoshansky, M. Gandelman

Synthesis of Novel Bulky, Electron-Rich Propargyl and Azidomethyl Dialkyl Phosphines and Their Use in the Preparation of Pincer Click Ligands

Organometallics 2009, 28, 5025
E. M. Schuster, G. Nisnevich, M. Botoshansky, M. Gandelman

Pincer click ligands

Angew. Chem. Int. Ed. 2008, 47, 4555
E. M. Schuster, M. Botoshansky, M. Gandelman

PAPERS BEFORE TECHNION

Stable Carbene and Diazoalkane Complexes of the Same Complex System. Synthesis, Structure, and Reactivity of PNP− Ru (II) Fluorenylidene and Diazofluorene Complexes

Organometallics 2008, 27, 3526
J. Zhang, M. Gandelman, L. J. W. Shimon, D. Milstein

Anionic d8 Alkyl Hydrides – Selective Formation and Reactivity of Anionic cis‐PtII Methyl Hydride

Eur. J. Org. Chem. 2010, 13, 1991
E. Poverenov, M. A. Iron, M. Gandelman, Y. Ben‐David, D. Milstein

Electron-rich, bulky PNN-type ruthenium complexes: synthesis, characterization and catalysis of alcohol dehydrogenation

Dalton Trans. 2007, 107
J. Zhang, M. Gandelman, L. J. W. Shimon, D. Milstein

ortho C−H Activation of Haloarenes and Anisole by an Electron-Rich Iridium(I) Complex:  Mechanism and Origin of Regio- and Chemoselectivity. An Experimental and Theoretical Study

Organometallics 2006, 25, 3190
E. Ben-Ari, R. Cohen, M. Gandelman, L. J. W. Shimon, J. M. L. Martin, D. Milstein

Iron (II) complexes based on electron-rich, bulky PNN-and PNP-type ligands

Inorg. Chim. Acta 2006, 359, 1955
J. Zhang, M. Gandelman, D. Herrman, G. Leitus, L. J. W. Shimon, Y. Ben-David, D. Milstein

A general method for preparation of metal carbenes via solution-and polymer-based approaches

J. Am. Chem. Soc. 2005, 127, 15265
M. Gandelman, K. M. Naing, B. Rybtchinski, E. Poverenov, Y. Ben-David

Highly Enantioselective Catalytic Conjugate Addition of N‐Heterocycles to α, β‐Unsaturated Ketones and Imides

Angew. Chem. Int. Ed. 2005, 44, 2393
M. Gandelman, E. N. Jacobsen

Pincer “hemilabile” effect. PCN platinum (II) complexes with different amine “arm length”

Organometallics 2005, 24, 1082
E. Poverenov, M. Gandelman, L. J. W. Shimon, H. Rozenberg, Y. Ben-David, D. Milstein

Nucleophilic De‐coordination and Electrophilic Regeneration of “Hemilabile” Pincer‐Type Complexes: Formation of Anionic Dialkyl, Diaryl, and Dihydride PtII Complexes Bearing No Stabilizing π‐Acceptors

Chem.: Eur. J. 2004, 10, 4673
E. Poverenov, M. Gandelman, L. J. W. Shimon, H. Rozenberg, Y. Ben‐David, D. Milstein

Electron-rich, bulky ruthenium PNP-type complexes. Acceptorless catalytic alcohol dehydrogenation

Organometallics 2004, 23, 4026
J. Zhang, M. Gandelman, L. J. W. Shimon, H. Rozenberg, D. Milstein

C-C versus C-H Activation and versus Agostic C-C Interaction Controlled by Electron Density at the Metal Center

Chem.: Eur. J. 2003, 9, 4295
M. Gandelman, L. J. W. Shimon, D. Milstein

Interplay between Solvent and Counteranion Stabilization of Highly Unsaturated Rhodium(III) Complexes: Facile Unsaturation‐Induced Dearomatization

Chem.: Eur. J. 2003, 9, 2595
M. Gandelman, L. Konstantinovski, H. Rozenberg, D. Milstein

Metallacarbenes from diazoalkanes: an experimental and computational study of the reaction mechanism

J. Am. Chem. Soc. 2003, 125, 6532
R. Cohen, B. Rybtchinski, M. Gandelman, H. Rozenberg, J. M. L. Martin, D. Milstein

Novel Azine Reactivity: Facile N-N Bond Cleavage, C-H Activation, and N-N Coupling Mediated by RhI

Angew. Chem. Int. Ed. 2003, 42, 1949
R. Cohen, B. Rybtchinski, M. Gandelman, L. J. W. Shimon, J. M. L. Martin, D. Milstein

Selective Ortho C− H Activation of Haloarenes by an Ir (I) System

J. Am. Chem. Soc. 2003, 125, 4714
E. Ben-Ari, M. Gandelman, H. Rozenberg, L. J. W. Shimon, D. Milstein

Synthesis, Structure, and Reactivity of New Rhodium and Iridium Complexes, Bearing a Highly Electron-Donating PNP System. Iridium-Mediated Vinylic C− H Bond Activation

Organometallics 2002, 21, 812
D. Hermann, M. Gandelman, H. Rozenberg, L. J. W. Shimon, D. Milstein

A new general method for the preparation of metal carbene complexes

J. Am. Chem. Soc. 2001 123, 5372
M. Gandelman, B. Rybtchinski, N. Ashkenazi, R. M. Gauvin, D. Milstein

The first observation and kinetic evaluation of a single step metal insertion into a C− C Bond

J. Am. Chem. Soc. 2000 122, 9848
M. Gandelman, A. Vigalok, L. Konstantinovski, D. Milstein

Homogeneously catalyzed, chelate assisted hydrogenolysis of an amine C–N bond

Chem. Commun. 2000, 1603
M. Gandelman, D. Milstein

A PCN ligand system. exclusive C− C activation with rhodium (I) and C− H activation with platinum (II)

Organometallics 1997, 16, 3981
M. Gandelman, A. Vigalok, L. J. W. Shimon, D. Milstein

Patents

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