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Publications

N. Al, R. M. Stolley, N. D. Staudaher, R. T. Vanderlinden, J. Louie “Electronic Effect of Ligands on the Stability of Nickel-Ketene Complexes” Organometallics 2018, accepted for publication

TOC

A. L. Clevenger, R. M. Stolley, N. D. Staudaher, N. Al, A. Rheingold, R. T. Vanderlinden, J. Louie “A Comprehensive Study of the Reactions Between Chelating Phosphines and Ni(COD)2Organometallics 2018, ASAP, doi:10.1021/acs.organomet.8b00438

orgnd7

S. Datta, S. K. Misra, M. L. Saha, N. Lahiri, J. Louie, D. Pan, P. J. Stang “Orthogonal Self-Assembly of an Organoplatinum(II) Metallacycle and Cucurbit[8]uril That Delivers Curcumin to Cancer Cells”Pro. Nat. Acad. Sci.2018, 115, 8087-8092

PNAS TOC

N. Lahiri, R. Tsuchikawa, N. Lotfizadeh, V. V. Deshpande, J. Louie “Hexaminobenzene as a Building Block for Family of 2D Coordination Polymers” J. Am. Chem. Soc., 2017, 139 (1), pp 19–22

DOI: 10.1021/jacs.6b09889

Hexaaminobenzene as a building block for a Family of 2D Coordination Polymers

 

N. A. Spahn, M. H. Nguyen, J. Renner, J. Louie “Regioselective Iron-catalyzed [2+2+2] Cycloaddition Reaction forming 4, 6-Disubstituted 2-Aminopyridines from Terminal Alkynes and Cyanamides”  J. Org. Chem. 2017, 82, 234-242

Regioselective Iron Catalyzeds

 

Nicholas D. Staudaher, Atta M. Arif, and Janis Louie. "Synergy between Experimental and Computational Chemistry Reveals the Mechanism of Decomposition of Nickel–Ketene Complexes" J. Am. Chem. Soc., 2016 138 (42), pp 14083–14091

 Synergy between Experimental and Computational Chemistry

 

Nicholas D. Staudaher, Joseph Lovelace, Michael P. Johnson, and Janis Louie "Preparation of Aryl Alkyl Ketenes" Org. Synth. 2017, 94, 1-15

Ketenes

 

 

A. Thakur, J. Evangelista, J. Louie “An in situ Ni-Catalyzed Approach to Substituted Piperidones”J. Org. Chem. 2015, 80, 9951-9958.

AnInSitu

 

A. Thakur, J. Louie “Advances in Nickel-Catalyzed Cycloaddition Reactions To Construct Carbocycles and Heterocycles”Acc. Chem. Res. 2015, 48, 2534-2365; Invited Contribution to a Special Issue (Earth Abundant Metals in Homogeneous Catalysis).

Nickel-Catalyzed

 

Y. Zhong, N. A. Spahn, R. M. Stolley, M. H. Nguyen, J. Louie “3,5-Disubstituted-2-Aminopyridines via Ni-catalyzed Cycloaddition of Terminal Alkynes and Cyanamides”Synlett 2015, 26, 307-312; Invited Contribution to a Special Issue (Cluster Report on Catalysis with Sustainable Metals).

3 5-Disubstituted

 

P. Kumar, A. Thakur, X. Hong, K. N. Houk, J. Louie “[Ni(NHC)]-catalyzed Cycloaddition of Diynes and Tropone: Apparent Enone Cycloaddition Involving an 8p Insertion”J. Am. Chem. Soc. 2014, 136, 17844-17851.

Involving an 8p Insertion 

 

N. D. Staudaher, R. M. Stolley, J. Louie “Synthesis, Mechanism of Formation, and Catalytic Activity of Xantphos Nickel p-Complexes”Chem. Commun. 2014, 50, 15577-15580.

Xantphos Nickel

 

A. Thakur, M. E. Facer, J. Louie “Nickel Catalyzed Cycloaddition of 1,3-Dienes with 3-Azetidinones and 3-Oxetanes” Angew. Chem. Int. Ed. 2013, 52, 12161-12165. PubMed PMID: 24573793; PubMed Central PMCID: PMC4113093.

Nickel Catalyzed

 

 

R. M. Stolley, H. A. Duong, J. Louie “Mechanistic Evaluation of the Ni(IPr)2-Catalyzed Cycloaddition of Alkynes and Nitriles to Afford Pyridines: Evidence for the Formation of a Key h1-Ni(IPr)2(RCN) Intermediate”Organometallics 2013, 32, 4952-4960. PubMed PMID: 25214702; PubMed Central PMCID: PMC4159214.

Formation of a Key

 

T. K. Lane, M. H. Nguyen, N. Spahn, J. Louie “The Iron-Catalysed Construction of 2-Aminopyrimidines from Alkynenitriles and Cyanamides”Chem. Commun. 2013, 49, 7735-7737. PubMed PMID: 23877441; PubMed Central PMCID: PMC4144345.

Aminopyrimidines from alkynenitriles and cyanamides 

 

R. M. Stolley, H. A. Duong, D. R. Thomas, J. Louie “The Discovery of [Ni(IPr)RCN]2 Species and their Role as Cycloaddition Catalyts for the Formation of Pyridines”J. Am. Chem. Soc. 2012, 134, 15154-15162. PubMed PMID: 22917161; PubMed Central PMCID: PMC3480329.

Their Role as Cycloaddition Catalysts for the Formation of Pyridines

 

T. K. Lane, B. R. D’Souza, J. Louie “2-Aminopyridines from Iron-Catalyzed Cycloaddition of Diynes and Cyanamides”J. Org. Chem. 2012, 77, 7555-7563. PubMed PMID: 22845666; PubMed Central PMCID: PMC3480319.

Formation of Pyridines

 

 

P. Kumar, K. Zhang, J. Louie “An Expeditious Route to Eight-Membered Heterocycles by Nickel-Catalyzed Cycloaddition: Low-Temperature Csp2-Csp3 Bond Cleavage”Angew. Chem. Int. Ed. 2012, 51, 8602-8606. PubMed PMID: 22806996; PubMed Central PMCID: PMC3557805.

 

P. Kumar, J. Louie “A Single Step Approach to Highly Substituted Piperidines Via Ni-Catalyzed β-Carbon Elimination”Org. Lett. 2012, 14, 2026-2029; Synfacts Highlight 2012, 8(7), 0715;
Synfacts Highlight 2012, 8(9), 0949. PubMed PMID: 22468962; PubMed Central PMCID: PMC4138124.

Piperdines

 

R. M. Stolley, W. X. Guo, J. Louie “Palladium-Catalyzed Cross-Coupling of Cyanamides”Org. Lett. 2012, 14, 322-325; C & E News December 19, 2011. PubMed PMID: 22142553; PubMed Central PMCID: PMC4113087.

Palladium

 

Thakur, K. Zhang, J. Louie “Suzuki-Miyaura Coupling if Hetero-aryl Boronic Acids and Vinyl Chlorides” Chem. Comm. 2012, 48, 203-205.

Suzuki-Miyaura coupling 

 

"Imidazolidene Carboxylate Bound MBPh4 Complexes (M=Li, Na) and their Relevance in Transcarboxylation Reactions." Van Ausdall, B.; Poth, N.; Kincaid, V.; Arif, A.; Louie, J. J. Org. Chem. 2011, 76, 8413-8420.

 Imidazolidene

 

"Nickel-Mediated Cycloadditions by Two Sequential C-H Activations." Kumar, P.; Louie, J. Angew. Chem. Int. Ed. 2011, 50, 10768-10769

C-H Activations

 

"A Serendipitous Discovery: Nickel Catalyst for the Cycloaddition of Diynes w/ Unactivated Nitriles." Kumar, P.; Prescher, S.; Louie, J. Angew. Chem. Int. Ed. 2011, 50, 10694-10698

Unactivated Nitriles

 

"Nickel-Catalyzed [2+2+2] Cycloaddition of Diynes and Cyanamides." Stolley, R.; Maczka, M.; Louie, J. Eur. J. Org. Chem. 2011, 2011, 3815-3824

 

"Iron-Catalyzed Cycloaddition of Alkynenitriles and Alkynes." D'Souza, B.; Lane, T.; Louie, J. Org. Lett. 2011, 13, 2936-2939

Cycloaddition of Alkynes

 

"Ketenes Finally Give in to Cycloadditions." Kumar, P.; Troast, D.; Cella, R.; Louie, J. Chemical Engineering News: Science and Technology Concentrates 2011

"Ni-Catalyzed Ketene Cycloaddition: A System That Resists the Formation of Decarbonylation Side Products." Kumar, P.; Troast, D.; Cella, R.; Louie, J. J. Am. Chem. Soc. 2011, 133, 7719-7721

 A system that resists

 

"Rhodium-Catalyzed Decarboxylative Cycloaddition Route to Substituted Anilines." Zhang, K.; Louie, J. J. Org. Chem., 2011, 76, 4686-4691

Rhodium-Catalyzed

 

"N-Heterocyclic Carbene Bound Nickel(1) Complexes and Their Roles in Catalysis." Zhang, K.; Conda-Sheridan, M.; Cooke, S.; Louie, J. Organometallics, 2011, 30, 2546-2552

Carbene Bound Nickel

"A Systematic Investigation of Factors Influencing the Decarboxylation of Imidazolium Carboxylates." Van Ausdall, B.; Glass, J.; Wiggins, K.; Aarif, A.; Louie, J. J. Org. Chem., 2009, 74, 7935-7942

A Systematic Investigation

 

B. R. D’Souza, J. Louie “Nickel Catalyzed Cycloadditive Couplings of Enynes and Isocyanates” Org. Lett. 2009, 11, 4168-4171

Coupling of Enynes

 

S. Wang, D. M. Troast, M. Conda-Sheridan, G. Zuo, D. LaGarde, J. Louie, D. Tantillo “Mechanism of the Ni(0)-Catalyzed Vinylcyclopropane-Cyclopentene Rearrangement” J. Org. Chem. 2009, 74, 7822-7833

Catalyzed Vinylcyclopropane

 

G. Zuo, K. Zhang, J. Louie “Nickel Catalyzed Reactions of Vinyl Aziridines and Aziridinylen-ynes” Tetrahedron Lett. 2008, 49, 6797-6799.

Vinyl Aziridines

 

K. Zhang, P. R. Chopade, J. Louie “Coupling of Vinyl Aziridines and Phenyl Isocyanate” Tetrahedron Lett. 2008, 49, 4306-4309.

Coupling of vinyl aziridines and phenyl isocyanate

 

T. N. Tekavec, J. Louie “Nickel-Catalyzed Cycloisomerization of Enynes: Mechanistic Evidence for Catalyst Generation via C-H Activation of Carbene Ligands” Tetrahedron 2008, 64, 6870-6875; Invited Contribution to a Special Edition Honoring Professor John F. Hartwig’s Young Investigator Prize.

Nickel-catalyzed cycloisomerization of enynes

 

T. N. Tekavec, J. Louie “Nickel-Catalyzed Cycloaddition of Enynes and Carbonyls” J. Org. Chem. 2008, 73, 2641-2648.

Unsaturated Hydrocarbons

 

 J. Louie “Bis[tri(o-tolyl)phosphine]palladium” in Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., ed.; John Wiley & Sons Ltd.: Chichester, 2007.

Bis tri o-tolyl phosphine palladium

 

J. Louie, T. N. Tekavec “Transition metal-catalyzed reactions using N-heterocyclic carbene ligands (besides Pd-catalyzed and metathesis reactions)” in N-heterocyclic carbenes in transition metal catalysis; Glorius, F., ed.; Wiley-VCH: Weinheim, 2006.

 

J. Louie, G. Zuo, H. Duong “Bis(1,5-cyclooctadiene)nickel [update]” in Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., ed.; John Wiley & Sons Ltd.: Chichester, 2006.

Bis 1 5-cyclooctadiene nickel

 

J. Louie “Ni-NHC mediated catalysis” in N-Heterocyclic Carbenes in Synthesis; Nolan, S. P., ed.; Wiley-VCH: Weinheim, 2006.

 

 P. R. Chopade, J. Louie “[2+2+2] Cycloaddition Reactions Catalyzed by Transition Metal Complexes” Adv. Synth. Catal. 2006, 348, 2307-2327.

 

 T. N. Tekavec, G. Zuo, K. Simon,† J. Louie “An In Situ Ni Catalyst for Cycloaddition Reactions” J. Org. Chem. 2006, 71, 5834-5836.

Situ Approach

 

H. A. Duong, J. Louie “A Nickel-Catalyzed Cycloaddition of Alkynes and Isocyanates that Affords Pyrimidine-diones” Tetrahedron 2006, 62, 7547-7551; Invited Contribution to a Special Edition on Recent Advances in Organonickel Chemistry.

Pyrimidine-diones

 

H. A. Duong, J. Louie “Regioselectivity in Ni/Phosphine Catalyzed Cycloadditions of Alkynes and Isocyanates” J. Organomet. Chem. 2005, 690, 5098-5104; Invited Contribution to a Special Issue (Organometallic Chemistry - The Next Generation).

Regioselectivity

 

T. N. Tekavec, J. Louie “Nickel-Catalyzed Cycloadditions of Unsaturated Hydrocarbons and Carbonyls Compounds” Org. Lett. 2005, 7, 4037-4039.

Unsaturated Hydrocarbons and Carbonyl Compunds

 

G. Zuo, J. Louie “Selectivity in Nickel-Catalyzed Rearrangements of Cyclopropylen-ynes” J. Am. Chem. Soc. 2005, 127, 5798-5799.

Rearrangements of Cyclopropylen-ynes

 

M. M. McCormick, H. A. Duong, G. Zuo, J. Louie “A Nickel-Catalyzed Route to Pyridines” J. Am. Chem. Soc. 2005, 127, 5030-5031.

A Nickel-Catalyzed Route to Pyridines

 J. Louie “Transition Metal Catalyzed Reactions of Carbon Dioxide and Other
Heterocumulenes” Curr. Org. Chem. 2005, 9, 605-623; Invited Contribution to a Special Issue on Metal-Catalyzed Reactions.

 

H. A. Duong, M. J. Cross, J. Louie “N-Heterocyclic Carbenes as Highly Efficient Catalysts for the Cyclotrimerization of Isocyanates” Org. Lett. 2004, 6, 4679-4681.

Cyclotrimerization of Isocyanates

H. A. Duong, M. J. Cross, J. Louie “Nickel-Catalyzed Cycloadditions of Alkynes and Isocyanates” J. Am. Chem. Soc. 2004, 126, 11438-11439.

Nickel-Catalyzed Cycloaddition of Alkynes and Isocyanates

M. V. Farnworth,† M. J. Cross, J. Louie “Rhodium-Catalyzed Addition of Alcohols to Terminal Enones” Tetrahedron Lett. 2004, 45, 7441-7443.

Rhodium-catalyzed addition of alcohols to terminal enones

 

T. N. Tekavec, A. M. Arif, J. Louie “Regioselectivity in Nickel-Catalyzed Cycloadditions of CO2 and Diynes” Tetrahedron 2004, 60, 7431-7437; Invited Contribution to a Special Edition Honoring Professor Robert H. Grubbs’ Tetrahedron Prize.

Regioselectivity in nickel0 catalyzed cycloadditions of carbon dioxide with diynes

G. Zuo, J. Louie “Highly Active Nickel Catalysts for the Isomerization of Unactivated Vinyl Cyclopropanes to Cyclopentenes” Angew. Chem. Int. Ed. 2004, 43, 2277-2279; “Hot Paper” Web Release 03/24/2004.

Highly Active Nickel Catalysts for the Isomerization of Unactivated Vinyl Cyclopropanes to Cyclopentenes

 

H. A. Duong, T. N. Tekavec, A. M. Arif, J. Louie “Reversible Carboxylations of N-Heterocyclic Carbenes” Chem. Comm. 2004, 1, 112-113.

Reversible carboxylation of N-heterocyclic carbenes

 

Louie, J. E. Gibby,† M. V. Farnworth,† T. N. Tekavec ††“”“Efficient Nickel-Catalyzed [2+2+2] Cycloaddition of CO2 and Diynes” J. Am. Chem. Soc. 2002, 124, 15188-15189; 2004, 8590 (addition/correction).

Efficient Nickel-Catalyzed Cycloaddition of CO2 and Diynes 

Last Updated: 6/3/21