Organometallic Chemistry and Catalysis

Publications

49) Developing NHC-Iridium Catalysts for the Highly Efficient Enantioselective Intramolecular Hydroamination Reaction.
Gao, P.; Sipos, G.; Foster, D.; Dorta, R.
ACS Catal. 2017, 7, 6060-6064.

48) New, potentially chelating NHC ligands; synthesis, complexation studies and preliminary catalytic evaluation.
Ou, A.; Wu, L.; Salvador, A.; Sipos, G.; Zhao, G.; Skelton, B. W.; Sobolev, A. N.; Dorta, R.
Dalton Trans. 2017, 46, 3631-3641.

47) In-Depth Study on Chloride Abstractions from (NHC)Ir(COD)Cl Complexes.
Sipos, G.; Gao, P.; Foster, D.; Skelton, B. W.; Sobolev, A. N.; Dorta, R.
Organometallics 2017, 36, 801-817.

46) Unusual NHC-Iridium(I) Complexes and Their Use in the Intramolecular Hydroamination of Unactivated Aminoalkenes.
Sipos, G.; Ou, A.; Skelton, B. W.; Falivene, L.; Cavallo, L.; Dorta, R.
Chem. Eur. J. 2016, 22, 6939-6946.

45) A Chiral Disulfoxide Ligand for the Efficient Rhodium-Catalyzed 1,2-Addition of Arylboroxines to N-Tosylarylimines.
Zhao, G.-Z.; Sipos, G.; Salvador, A.; Ou, A.; Gao, P.; Skelton, B. W.; Dorta, R.
Adv. Synth. Catal. 2016, 358, 1759-1766.

44) The emergence of sulfoxides as efficient ligands in transition metal catalysis.
Sipos, G.; Drinkel, E. E.; Dorta, R.
Chem. Soc. Rev. 2015, 44, 3834-3860.

43) Synthesis, Structure, and Catalytic Studies of Palladium and Platinum Bis-Sulfoxide Complexes.
Drinkel, E. E.; Wu, L.; Linden, A.; Dorta, R.
Organometallics 2014, 33, 627-636.

42) Monodentate Chiral N-Heterocyclic Carbene-Palladium-Catalyzed Asymmetric Suzuki-Miyaura and Kumada Coupling.
Wu, L.; Salvador, A.; Ou, A.; Shi, M. W.; Skelton, B. W.; Dorta, R.
Synlett 2013, 24, 1215-1220.

41)  Synthesis and structural characterization of Li(I), Zn(II), Cd(II), and Hg(II) complexes containing a fluorinated beta-diketiminate ligand.
Liu, J. J.; Vieille-Petit, L.; Linden, A.; Luan, X.; Dorta, R.
J. Organomet. Chem. 2012, 719, 80-86.

40)  ”Chiral-at-Metal” Hemilabile Nickel Complexes with a Latent d10-ML2 Configuration: Receiving Substrates with Open Arms.
Linden, A.; Llovera, L.; Herrera, H; Dorta, R.; Agrifoglio, G.; Dorta, R.
Organometallics 2012, 31, 6162-6171.

39)  Synthesis of 3-Fluoro-3-aryl Oxindoles: Direct Enantioselective a Arylation of Amides.
Wu, L.; Falivene, L.; Drinkel, E.; Grant, S.; Linden, A.; Cavallo, L.; Dorta, R.
Angew. Chem. Int. Ed. 2012, 51, 2870-2873.

38)  Organometallics Roundtable.
Gladysz, J. A.; Ball, Z. T.; Bertrand, G.; Blum, S. A.; Dong, V. M.; Dorta, R.; Hahn, F. E.; Humphrey, M. G.; Jones, W. D.; Klosin, J.; Manners, I.; Marks, T. J.; Mayer, J. M.; Rieger, B.; Ritter, J. C.; Sattelberger, A. P.; Schomaker, J. M.; Yam, V. W.-W.
Organometallics 2012, 31, 1-18.                                                                         

37)  Room-Temperature Synthesis of Tetra-ortho-Substituted Biaryls by NHC-Catalyzed Suzuki-Miyaura Couplings.
Wu, L.; Drinkel, E.; Gaggia, F.; Capolicchio, S.; Linden, A.; Falivene, L.; Cavallo, L.; Dorta, R.
Chem. Eur. J. 2011, 17, 12886-12890.                                       

36)  New Carbon- and Sulfur-based Ligands in Catalysis.
Dorta, R.
Chimia 2011, 65, 806-812. (Invited Contribution)                

35)  Stereoselective Coordination of C5-symmetric Corannulene Derivatives with an Enantiomerically Pure Rh(I)NBD* Metal.
Bandera, D.; Baldridge, K. K.; Linden, A.; Dorta, R.; Siegel, J. S.
Angew. Chem., Int. Ed. 2011, 50, 865-867.                                                                                 

34)  The effect of substituents on the syn-anti conformer ratio in naphthyl-based imidazolinium salts and their corresponding N-heterocyclic carbenes.
Gatti, M.; Wu, L.; Drinkel, E.; Gaggia, F.; Blumentritt, S.; Linden, A.; Dorta, R.
ARKIVOC 2011, 6, 176-198. (Invited Contribution; issue dedicated to Prof. H. Heimgartner).   

33)  Efficient Ring-Closing Metathesis of Alkenyl Bromides: The Importance of Protecting the Catalyst during the Olefin Approach.
Gatti, M.; Drinkel, E.; Wu, L.; Pusterla, I.; Gaggia, F.; Dorta, R.
J. Am. Chem. Soc. 2010, 132, 15179-15182.                        

32)  Comparing the enantioselective power of steric and electrostatic effects in transition metal catalyzed asymmetric synthesis.
Poater, A.; Ragone, F.; Mariz, R.; Dorta, R.; Cavallo, L.
Chem. Eur. J. 2010, 16, 14348-14353.

31)  C2-Symmetric Chiral Disulfoxide Ligands in the Rhodium-Catalyzed 1,4-Addition: From Ligand Synthesis to the Enantioselection Pathway.
Mariz, R.; Poater, A.; Bürgi, J. J.; Drinkel, E.; Gatti, M.; Luan, X.; Cavallo, L.; Dorta, R.
Chem. Eur. J. 2010, 16, 14335-14347.

30)  Hemilabile P-Alkene Ligands in Chiral Rhodium and Copper Complexes: Catalytic Asymmetric 1,4 Additions to Enones, 2.
Drinkel, E.; Briceno, A.; Dorta, R.; Dorta, R.
Organometallics 2010, 29, 2503-2514.

29) Highly Chemo- and Enantioselective Synthesis of 3-Allyl-3-Aryl Oxindoles via the Direct Palladium-Catalyzed Intramolecular a-Arylation of Amides.
Luan, X.; Wu, L.; Drinkel, E.; Mariz, R.; Gatti, M.; Dorta, R.
Org. Lett. 2010, 12, 1912-1915.

28) Unusual Reactivities of N-Heterocyclic Carbenes upon Coordination to the Platinum(II)-Dimethyl Moiety.
Fortman, G. C.; Scott, N. M.; Linden, A.; Stevens, E. D.; Dorta, R.; Nolan, S. P.
Chem. Commun. 2010, 46, 1050-1052.

27) Ruthenium Olefin Metathesis Catalysts with N-Heterocyclic Carbene Ligands Bearing N-Naphthyl Side Chains.
Vieille-Petit, L.; Clavier, H.; Linden, A.; Blumentritt, S.; Nolan, S. P.; Dorta, R.
Organometallics 2010, 29, 775-788.

26) Improving Grubbs’ II type ruthenium catalysts by appropriately modifying the N-heterocyclic carbene ligand.
Vieille-Petit, L.; Luan, X.; Gatti, M.; Blumentritt, S.; Linden, A.; Clavier, H.; Nolan, S. P.; Dorta, R.
Chem. Commun. 2009, 3783-3785.

25)  Disulfoxide Ligands in Rhodium Catalyzed Asymmetric 1,4-Addition: First Studies and Future Directions.
Mariz, R.; Bürgi, J. J.; Gatti, M.; Drinkel, E.; Luan, X.; Linden, A.; Dorta, R.
Chimia 2009, 63, 509-512.(Invited Contribution)

24)  Impact of NHC Conformation and Solvent Concentration on the Ruthenium-Catalyzed Ring-Closing Metathesis Reaction.
Gatti, M.; Vieille-Petit, L.; Luan, X.; Mariz, R.; Drinkel, E.; Linden, A.; Dorta, R.
J. Am. Chem. Soc. 2009, 131, 9498-9499.

23)  Unprecedented Selectivity via Electronic Substrate Recognition in the 1,4-Addition to Cyclic Olefins Using a Chiral Disulfoxide Rhodium Catalyst.
Bürgi, J. J.; Mariz, R.; Gatti, M.; Drinkel, E.; Luan, X.; Blumentritt, S.; Linden, A.; Dorta, R.
Angew. Chem., Int. Ed. 2009, 48, 2768-2772.

22)  A New Class of Stable, Saturated N-Heterocyclic Carbenes with N-Naphthyl Substituents: Synthesis, Dynamic Behavior, and Catalytic Potential.
Vieille-Petit, L.; Luan, X.; Mariz, R.; Blumentritt, S.; Linden, A.; Dorta, R.
Eur. J. Inorg. Chem. 2009, 1861-1869. (Invited Contribution, Special Issue on NHCs). 

21)  Chiral Dibenzazepine-Based P-Alkene Ligands and Their Rhodium Complexes: Catalytic Asymmetric 1,4 Additions to Enones.
Mariz, R.; Briceno, A.; Dorta, R.; Dorta, R.
Organometallics 2008, 27, 6605-6612.

20)  Matching the Chirality of Monodentate N-Heterocyclic Carbene Ligands: A Case Study on Well-Defined Palladium Complexes for the Asymmetric a-Arylation of Amides.
Luan, X.; Mariz, R.; Robert, C.; Gatti, M.; Blumentritt, S.; Linden, A.; Dorta, R.
Org. Lett. 2008, 10, 5569-5572.

19)  Thermodynamics of N-Heterocyclic Carbene Dimerization: the Balance of Sterics and Electronics.
Poater, A.; Costabile, C.; Dorta, R.; Nolan, S. P.; Cavallo, L.
Organometallics 2008, 27, 2679-2684.

18)  Identification and Characterization of a New Family of Catalytically Highly Active Imidazolin-2-ylidenes.
Luan, X.; Mariz, R.; Gatti, M.; Costabile, C.; Poater, A.; Cavallo, L.; Linden, A.; Dorta, R.
J. Am. Chem. Soc. 2008, 130, 6848-6858.

17)  A Chiral Bis-Sulfoxide Ligand in Late-Transition Metal Catalysis; Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Electron-Deficient Olefins.
Mariz, R.; Luan, X.; Gatti, M.; Linden, A.; Dorta, R.
J. Am. Chem. Soc. 2008, 130, 2172-2173.                                                                                  

16)  d8 Rhodium and Iridium Complexes of Corannulene.
Siegel, J. S.; Baldridge, K. K.; Linden, A.; Dorta, R.
J. Am. Chem. Soc. 2006, 128, 10644-10645.

Research Publications (MSc, PhD & Postdoctoral studies)

15)  Interaction of a bulky N-heterocyclic carbene ligand with Rh(I) and Ir(I); double C-H activation and isolation of bare 14-electron Rh(III) and Ir(III) complexes.
Scott, N. M.; Dorta, R.; Stevens, E. D.; Correa, A.; Cavallo, L.; Nolan, S. P.*
J. Am. Chem. Soc. 2005, 127, 3516-3526.

14)  Steric and Electronic Properties of N-Heterocyclic Carbenes; A Detailed Study on their Interaction with Ni(CO)4.
Dorta, R.; Stevens, E. D.; Scott, N. M.; Costabile, C.; Cavallo, L.; Hoff, C. D.; Nolan, S. P.*
J. Am. Chem. Soc. 2005, 127, 2485-2495.

13)  Di-m-acetato-k4O:O-tetracarbonylbis(pyridyl-2-yl-kN-amine)diruthenium(I) (Ru-Ru).
Dorta, R.; Stoeckli-Evans, H.*; Süss-Fink, G.*
Acta Cryst. 2004, E60, m1397-m1399.                                                               

12)  Double C-H Activation in a Rh-NHC Complex Leading to the Isolation of a 14-Electron Rh(III) Complex.
Dorta, R.; Stevens, E. D.; Nolan, S. P.*
J. Am. Chem. Soc. 2004, 126, 5054-5055.

11)  Cross Metathesis Allowing the Conversion of a Ruthenium Indenylidene Complex into Grubbs’ Catalyst.
Dorta, R.; Kelly III, R. A.; Nolan, S. P.*
Adv. Synth. Catal. 2004, 346, 917-920.                                                               

10)  New Ligand Systems Incorporating Two and Three 4,4’-bipyridine Units; Characterization of Bi- and Trimetallic Rhodium and Iridium Complexes.
Dorta, R.; Dorta, R.; Shimon, L. J. W.; Milstein, D.*
Inorg. Chem. 2004, 43, 7180-7186.

9)  Dimethylsulfoxide as a ligand for Rh(I) and Ir(I) complexes; Isolation, structure and reactivity towards X-H bonds (X = H, HO, CH3O).
Dorta, R.; Shimon, L. J. W.; Rozenberg, H.; Milstein, D.*
Chem. Eur. J. 2003, 9, 5237-5249.

8)  Stable, Three-Coordinate Ni(CO)2(NHC) (NHC = N-Heterocyclic Carbene) Complexes Enabling the Determination of Ni-NHC Bond Energies.
Dorta, R.; Stevens, E. D.; Hoff, C. D.*; Nolan, S. P.*
J. Am. Chem. Soc. 2003, 125, 10490-10491.

7)  A New Ligand System Based on a Bipyridine-Functionalized Calix[4]arene Backbone Leading to Mono- and Bimetallic Complexes.
Dorta, R.; Shimon, L. J. W.; Rozenberg, H.; Ben-David, Y.; Milstein, D.*
Inorg. Chem. 2003, 42, 3160-3167.                                                                                

6)  Reactivity of [Ir(COE)2(solvent)2]PF6 Complexes toward Alkylphosphines: Room-Temperature C-H Activation (Cyclometalation) and Isolation of a 14-Electron Alkyl-Iridium(III) Complex.
Dorta, R.; Goikhman, R.; Milstein, D.*
Organometallics 2003, 22, 2806-2809.               

5)  Chelation vs cyclometalation in a cationic Rh(I)-dppn complex; a unique rearrangement of norbornadiene via C-H activation of the pyridazine ring.
Dorta, R.; Konstantinovski, L.; Shimon, L. J. W.; Ben-David, Y.; Milstein, D.*
Eur J. Inorg. Chem. 2003, 70-76.

4)  Facile Oxidative Addition of C-Cl bonds to New Neutral and Cationic Rhodium(I)-bipyridine Complexes.
Dorta, R.; Shimon, L. J. W.; Rozenberg, H.; Milstein, D.*
Eur. J. Inorg. Chem. 2002, 1827-1834.                                                               

3)  The first fully characterized neutral and cationic rhodium(I)-complexes containing DMSO as the only dative ligand; S-, O- and bridging S,O-bidentate binding modes.
Dorta, R.; Rozenberg, H.; Milstein, D.*
Chem. Commun. 2002, 710-711.                                     

2)  Oxidative Addition of Water to Novel Ir(I) Complexes Stabilized by Dimethyl Sulfoxide Ligands.
Dorta, R.; Rozenberg, H.; Shimon, L. J. W.; Milstein D.*
J. Am. Chem. Soc. 2002, 124, 188-189.                          

1)  Fixation of triruthenium clusters on melamine: synthesis and structure of [Ru3(µ2-H)(CO)9{µ3,h2-NHC3N3(NH2)2}], cis-[{Ru3(µ2-H)(CO)9{µ3,h2:µ3,h2-NHC3N3(NH2)}] and trans-[{Ru3(µ2-H)(CO)9{µ3,h2:µ3,h2-NHC3N3(NH2)}].
Dorta, R.; Stoeckli-Evans, H.; Bodensieck, U.; Süss-Fink, G.*
J. Organomet. Chem. 1998, 553, 307-312.         

Book Chapters

d)  Chiral Monodentate N-Heterocyclic Carbene Ligands in Asymmetric Catalysis.
Wu, L.; Salvador, A.; Dorta, R.
Bookchapter: N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis, Wiley-VCH, 2014, ISBN 978-3-527-33490-2.

c)  Bonding Energetics of Organometallic Compounds.
Dorta, R.; Nolan, S. P., Chapter in;
Encyclopedia of Inorganic and Bioinorganic Chemistry, 2011, John Wiley & Sons Inc.

b)  N-Heterocyclic Carbenes as Ligands for Ring-Closing Metathesis.
Luan, X.; Dorta, R.
Bookchapter: Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis, Springer Verlag, 2010, ISBN 978-90-481-2865-5.

a)  Bonding Energetics of Organometallic Compounds.
Dorta, R.; Nolan, S. P., Chapter in;
Encyclopedia of Inorganic Chemistry II, 2006, John Wiley & Sons Inc.