个人简介
EDUCATION
University of California-Berkeley, Berkeley, CA 2009-2012
University of Illinois Urbana-Champaign, Urbana, IL
Postdoctoral Fellow, Organometallic Synthesis
Research Topic: Synthesis and Characterization of Organocopper(I) Complexes to
Investigate the Mechanisms of Ullmann Coupling Reactions
The Scripps Research Institute, La Jolla, CA 2009
Ph. D., Organic Chemistry
Thesis title: Chelation-Assisted Palladium-Catalyzed Activation of C–H Bonds: A New
Avenue for Carbon–Heteroatom and Carbon–Carbon Bond Formation
University of Cambridge, Cambridge, UK 2003
M. Phil., Bioorganic Chemistry
Thesis title: Butirosin Biosynthesis: Cloning, Expression and Characterization of an
NAD(P)H:FMN Oxidoreductase
Tribhuvan University, Kirtipur, Nepal 1998
M. Sc., Organic Chemistry
Graduated as a Second Top Student with Distinction
Thesis title: Potentially Anticarcinogenic Flavonoids in Edible Plant Materials, and
Antibaterial Activity of Lygodium Japonicum (Thunb.) Sw.
Trichandra College, Kathmandu, Nepal 1995 B. Sc., Chemistry
APPOINTMENT
Professor, Department of Chemistry, Pennsylvania State University 2022-present
Associate Professor, Weinreb Early Career Professor, Department of Chemistry, Pennsylvania State University 2019-2022
Associate Professor, Department of Chemistry and Chemical Biology, University of New Mexico 2018-2019
Assistant Professor, Department of Chemistry and Chemical Biology, University of New Mexico 2012-2018
Researcher, Research Center for Applied Science and Technology, Tribhuvan University, Nepal 2000-2002
Assistant Lecturer, Trichandra College, Tribhuvan University, Nepal 2000-2002
研究领域
Our research is focused in developing new sustainable organic transformations with transition metals, photoredox catalysts, organocatalysts, and applying them to make feedstock chemicals, natural products, bioactive molecules and materials. Our work spans the areas of organic, organometallic and photoredox chemistry, complex molecules synthesis, and polymer synthesis, PAH synthesis, and nanographene synthesis. Our current research focuses are outlined below and we encourage you to check our publications for our detailed studies.
Focus-1: Thermal Processes for Alkene Dicarbofunctionalization Reactions
The catalytic alkene dicarbofunctionalization reactions are unique transformations that cannot be achieved using other methodology. Our methods address a significant evidence gap in organic chemistry. Our long-term goal is to devise and create such reactions by intercepting alkylmetal intermediates, generated in situ after the addition of organic coupling partners to alkenes, using a second source of organic coupling partners. Devising cost-effective and efficient methods to dicarbofunctionalize unactivated alkenes will provide novel routes to build biologically important molecules and therapeutic agents.
Focus-2: Photoredox Processes for Alkene Difunctionalization Reactions
We are also developing catalytic photoredox processes for alkene difunctionalization reactions. We are currently focusing on this radical approach to solving outstanding issues in alkene dicarbofunctionalization with the thermal processes. In addition, we are also harnessing this radical process to develop carbooxygenation, carboamination, diamination, dioxgenation, and cyclization reactions with new mechanistic insights.
Focus-3: Synthesis of Bioactive Molecules and Natural Products
Our group harnesses the potential of our alkene dicarbofunctionalization reactions in the rapid and concise synthesis of bioactive molecules and natural products. Our long-term goal in this area is to create new synthetic protocols and revamp retrosynthetic pathways to complex molecules so that these compounds could be made in short synthetic routes. We reimagine synthetic routes for future.
Focus-4: Synthesis of PAH’s and Nanographenes
Precise construction of polycyclic aromatic hydrocarbons (PAHs) and their larger structures, nanographenes (NGs), is possible through organic synthetic reactions. Though PAHs and NGs have been well explored, studies of their properties with systematic variation of electronic nature remain very difficult largely because of lack of a unified method that can introduce different functional groups. Hence, our research in this area seeks to address this gap.
Focus-5: Organometallic Synthesis and Mechanistic Studies
We conduct detailed mechanistic studies of our catalytic reactions to understand their working principle and improve their scope and synthetic application. We perform these studies through the synthesis and characterization organometallic complexes that can potentially function as catalysts, pre-catalysts and reaction intermediates in the catalytic process. We use these organometallic complexes to examine their reactivity and selectivity in reactions. We also investigate reaction mechanisms by detailed kinetic studies by real-time in-situ 1H and 19F NMR spectroscopy, and gas chromatography.
近期论文
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Poudel, D. P.; Pokhrel, A.†; Tak, R. K.†; Shankar, M; and Giri, R.* Photosensitized Dioxygen Enables Intermolecular Cyclopropanation of Alkenes Directly with Active Methylene Compounds, Science 2023, 381, 545-553. Link
Lakomy, M. G.; Del Rio, A. C.; Giri, R. Ni-Catalyzed Linearizable Cyclization/Alkylmetal Interception with Silicon-Oxygen as a Detachable Linker: Regioselective Access to 1,2-Oxasilolane Heterocycles, 3-Hydroxysilanes and 4-Arylalkanols, 2023, submitted.
Katzbaer, J.; Torres, V.; Elacqua, E.; Giri, R. Nickel-Catalyzed Alkene Difunctionalization as a Method for Polymerization. J. Am. Chem. Soc. 2023, Accepted. Link
Lux, D. M.; Aryal, V.; Niroula, D.; Giri, R. Ni-Catalyzed Regioselective Intermolecular Dialkylation of Alkenylarenes: Generation of Two Vicinal C(sp3)-C(sp3) Bonds Across Alkenes. Angew. Chem. Int. Ed. 2023, Accepted. Link
Chesley, L. J.; Poudel, D. P.; Sapkota, R. R.; Dhungana, R. K.; Lakomy, M. G.; Giri, R. Pd-Catalysed 1,3-Alkenylarylation of Skipped Diene via Metal Migration, ACS Omega 2023, accepted. Link
Wickham, L. M.; Dhungana, R. K.; Giri, R. Ni-Catalyzed Regioselective Reductive 1,3-Dialkenylation of Alkenes. ACS Omega 2023, 8, 1060-1066. Link
Aryal, V.; Chesley, L.; Niroula, D.; Sapkota, R.; Dhungana, R.; Giri, R. Ni-Catalyzed Regio- and Stereoselective Alkylarylation of Unactivated Alkenes in γ,δ-Alkenylketimines. ACS Catalysis 2022, just accepted. Link
Sapkota, R. R.; Tak, R. K.; Aryal, V.; Niroula, D.; Secosky, N. C.; Dhungana, R. K.; Giri, R. “Cu-Catalyzed Cyclization/Coupling of Alkenyl Aldimines with Arylzinc Reagents. Access to Indole-3-diarylmethanes” Org. Lett. 2022, Just Accepted. Link
Dhungana, R. K.†; Sapkota, R. R.†; Wickham, L. M.; Niroula, D.; Shrestha, B.; Giri, R. “Ni-Catalyzed Arylbenzylation of Alkenylarenes. Kinetic Studies Reveal Autocatalysis by ZnX2” Angew. Chem. Int. Ed. 2021, Just Accepted. Link
Wickham, L.; Giri, R. “Transition Metal (Ni, Cu, Pd)-Catalyzed Alkene Dicarbofunctionalization Reactions” Acc. Chem. Res. 2021, Accepted. Link
Dhungana, R. K.; Aryal, V.; Niroula, D.; Sapkota, R. R.; Lakomy, M. G.; Giri, R. “Ni-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination” Angew. Chem. Int. Ed. 2021, Just Accepted. Link
Dhungana, R. K.; Sapkota, R. R.; Wickham, L. M.; Niroula, D.; Giri, R. “Ni-Catalyzed Regioselective 1,2-Dialkylation of Alkenes Enabled by the Formation of Two C(sp3)-C(sp3) Bonds” J. Am. Chem. Soc. 2020. Just Accepted. Link
Dhungana, R. K.; Sapkota, R. R.; Niroula, D.; Giri, R. “Walking Metals: Catalytic Difunctionalization of Alkenes at Nonclassical Sites” Chem. Sci. 2020, Just Accepted. Link
Pike, R. A. S.; Sapkota, R. R.; Shrestha, B.; Dhungana, R. K.; KC, S.; Dickie, D. A.; Giri, R. “K2CO3-Catalyzed Synthesis of 2,5-Dialkyl-4,6,7-tricyano-Decorated Indoles via Carbon–Carbon Bond Cleavage” Org. Lett. 2020, Just Accepted. Link.
KC, S.; Dhungana, R. K.; Khanal, N.; Giri, R. “Nickel-Catalyzed α-Carbonylalkylarylation of Vinylarenes. Expedient Access to γ,γ-Diarylcarbonyl and Aryltetralone Derivatives” Angew. Chem. Int. Ed. 2020, Just Accepted. Link
Niroula, D.†; Sapkota, R.†; Dhungana, R. K.; Shrestha,B.; Giri, R. “An Expedient Route to 9-Arylmethylanthracene Derivatives via Tandem Ni-Catalyzed Alkene Dicarbofunctionalization and Acid-Promoted Cyclization-Aromatization” Isr. J. Chem. 2020, Just Accepted. († denotes equal contribution). Link
Dhungana, R. K.; KC, S.; Basnet, P.; Aryal, V.; Chesley, L. J.; Giri, R. “Ni(I)-Catalyzed b,d-Vinylarylation of g,d-Alkenyl a-Cyanocarboxylic Esters via Contraction of Transient Nickellacycles” ACS Catal. 2019, Just Accepted. Link
KC, S.; Dhungana, R. K.; Aryal, V.; Giri, R. “Concise Synthesis of a Potential 5-Lipoxygenase Activating (FLAP) Inhibitor and its Analogs Through Late-Stage Dicarbofunctionalization” Org. Process Res. Dev. 2019, Just Accepted. Link
Thapa, S.; Dhungana, R. K.; Dickie, D. A.; Giri, R. “Isolation and Characterization of (Ar)(F)B(OR)2Cs and (PN)CuAr Complexes. Involvement of Cationic Copper (I) Species during transmetalation of arylboron reagents with (PN)CuF”. Tetrahedron. 2019, Just Accepted. Link
Basnet, P.; KC, S.; Dhungana, R. K.; Shrestha, B.; Boyle, T. J.; Giri, R. “Synergistic Bimetallic Ni/Ag and Ni/Cu Catalysis for Regioselective g,d-Diarylation of Alkenyl Ketimines: Addressing b-H Elimination by in situ Generation of Cationic Ni(II)-Catalysts” J. Am. Chem. Soc. 2018, Just Accepted. Link
KC, S.; Dhungana, R.; Shrestha, B.; Thapa, S.; Khanal, N.; Basnet, P.; Lebrun, R.; Giri, R. “Ni-Catalyzed Regioselective Alkylarylation of Vinylarenes via C(sp3)-C(sp3)/C(sp3)-C(sp2) Bond Formation and Mechanistic Studies” J. Am. Chem. Soc. 2018, Just Accepted. Link
Gokhale, R.; Thapa, S.; Artyushkova, K.; Giri, R.; Atanassov, P. “Fully Synthetic Approach towards Transition Metal-Nitrogen-Oxygen Reduction Electrocatalysts” ACS Appl. Energ. Mater. 2018, ASAP. Link
Basnet, P.; Dhungana, R. K.; Thapa, S.; Shrestha, B.; KC, S.; Sears, J. M.; Giri, R. “Ni-Catalyzed Regioselective b,d-diarylation of Unactivated Olefins in Ketimines via Ligand-Enabled Contraction of Transient Nickellacycles: Rapid Access to Remotely Diarylated Ketones” J. Am. Chem. Soc.2018, Just Accepted. Link
Giri, R.; KC, S. “Strategies toward Dicarbofunctionalization of Unactivated Olefins by Combined Heck Carbometalation and Cross-Coupling” J. Org. Chem. (Synopsis) 2018, accepted. Link (Review Article)
Dhungana, R. K.; KC, S.; Basnet, ,P.; Giri, R. “Transition Metal-Catalyzed Dicarbofunctionalization of Unactivated Olefins” Chem. Rec. 2018, accepted. Link (Review Article)
KC, S.; Basnet, ,P.; Thapa, S.; Shrestha, B.; Giri, R. “Ni-Catalyzed Regioselective Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling and Application to the Concise Synthesis of Lignan Natural Products” J. Org. Chem. 2018, accepted. Link
Thapa, S.; Dhungana, R. K.; Thapa-Magar, R.; Shrestha, B.; KC, S.; Giri, R. “Ni-Catalyzed Regioselective 1,2-Diarylation of Unactivated Olefins by Stabilising Heck Intermediates as Pyridylsilyl-Coordinated Transient Metallacycles” Chem. Sci. 2018,9, 904-909. Link
Shrestha, B.; Basnet, P.; Dhungana, R. K.; KC, S.; Thapa, S.; Sears, J. M.; Giri, R. “Ni-Catalyzed Regioselective 1,2-Dicarbofunctionalization of Olefins by Intercepting Heck Intermediates as Imine-Stabilized Transient Metallacycles” J. Am. Chem. Soc. 2017, 139, 10653–10656. Link
Thapa, S.; Basnet, P.; Giri, R. “Copper-Catalyzed Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling” J. Am. Chem. Soc. 2017,139, 5700-5703. Link
Dhungana, R. K.; Shrestha, B.; Thapa-Magar, R.; Basnet, P.; Giri, R. “Pd-Catalyzed Regioselective 1,2-Dicarbofunctionalization of Unactivated Olefins by a Heck Reaction/Enolate Cyclization Cascade” Org. Lett.2017, 19, 2154-2157.Link
Basnet, P.; Thapa, S.; Dickie, D. A.; Giri, R. “Copper-Catalysed Suzuki-Miyaura Coupling of Alkylboron Reagents: Disproportionation of Anionic (Alkyl)(Alkoxy)borates to Anionic Dialkylborates Prior to Transmetalation” Chem. Commun.2016, 52, 11072-11075.Link
Shrestha, B.; Thapa, S.; Gurung, S. K.; Pike, R. A. S.‡; Giri, R. “General Copper-Catalyzed Coupling of Alkyl-, Aryl- and Alkynylaluminum Reagents with Organohalides” J. Org. Chem.2016, 81, 787-802.
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