Publications @ Pitt |
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C–H and C–C Functionalization
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Olefin Functionalization
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Stereoselective Catalysis
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Polymerization
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94. C–H Functionalization | C(alkenyl)–H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis
Mingyu Liu, Pusu Yang, Malkanthi K. Karunananda, Yanyan Wang, Peng Liu*, and Keary M. Engle*
J. Am. Chem. Soc., in press, DOI: 10.1021/jacs.8b02124. (PDF)
Mingyu Liu, Pusu Yang, Malkanthi K. Karunananda, Yanyan Wang, Peng Liu*, and Keary M. Engle*
J. Am. Chem. Soc., in press, DOI: 10.1021/jacs.8b02124. (PDF)
92. C–H Functionalization | A General Strategy for Synthesis of Cyclophane-braced Peptide Macrocycles via Palladium-Catalysed Intramolecular sp3 C−H Arylation
Xuekai Zhang, Gang Lu, Meng Sun, Madhu Mahankali, Yanfei Ma, Mingming Zhang, Wangde Hua, Yuting Hu, Qingbing Wang, Jinghuo Chen, Gang He*, Xiangbing Qi*, Weijun Shen*, Peng Liu*, and Gong Chen*
Nature. Chem., in press, DOI: 10.1038/s41557-018-0006-y. (PDF)
Xuekai Zhang, Gang Lu, Meng Sun, Madhu Mahankali, Yanfei Ma, Mingming Zhang, Wangde Hua, Yuting Hu, Qingbing Wang, Jinghuo Chen, Gang He*, Xiangbing Qi*, Weijun Shen*, Peng Liu*, and Gong Chen*
Nature. Chem., in press, DOI: 10.1038/s41557-018-0006-y. (PDF)
89. C–H Functionalization | Catalytic C−H Trifluoromethoxylation of Arenes and Heteroarenes
Weijia Zheng, Cristian A. Morales‐Rivera, Johnny W. Lee, Peng Liu*, and Ming‐Yu Ngai*
Angew. Chem. Int. Ed., in press, DOI: 10.1002/ange.201800598. (PDF)
Weijia Zheng, Cristian A. Morales‐Rivera, Johnny W. Lee, Peng Liu*, and Ming‐Yu Ngai*
Angew. Chem. Int. Ed., in press, DOI: 10.1002/ange.201800598. (PDF)
87. C–H Functionalization | Predictive Model for Oxidative C−H Bond Functionalization Reactivity with 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)
Cristian A. Morales-Rivera, Paul E. Floreancig*, and Peng Liu* J. Am. Chem. Soc., in press, DOI: 10.1021/jacs.7b08902. (PDF) |
85. C–H Functionalization | Experimental and Computational Exploration of Para-Selective Silylation Involving H-Bonded Template
Arun Maji, Srimanta Guin, Sheng Feng, Amit Dahiya, Vikas Kumar Singh, Peng Liu*, and Debabrata Maiti*
Angew. Chem. Int. Ed., in press, DOI: 10.1002/anie.201708449. (PDF)
Arun Maji, Srimanta Guin, Sheng Feng, Amit Dahiya, Vikas Kumar Singh, Peng Liu*, and Debabrata Maiti*
Angew. Chem. Int. Ed., in press, DOI: 10.1002/anie.201708449. (PDF)
82. C–H Functionalization | A Unified Photoredox-Catalysis Strategy for C(sp3)−H Hydroxylation and Amidation Using Hypervalent Iodine
Guo-Xing Li, Cristian A. Morales-Rivera, Fang Gao, Yaxin Wang, Gang He, Peng Liu*, and Gong Chen*
Chem. Sci., accepted, DOI: 10.1039/C7SC02773G. (PDF)
Guo-Xing Li, Cristian A. Morales-Rivera, Fang Gao, Yaxin Wang, Gang He, Peng Liu*, and Gong Chen*
Chem. Sci., accepted, DOI: 10.1039/C7SC02773G. (PDF)
81. C–H Functionalization | Intramolecular C−H Activation Reactions of Ru(NHC) Complexes Combined with H2 Transfer to Alkenes: A Theoretical Elucidation of Mechanisms and Effects of Ligands on Reactivities
Katharina Marie Wenz, Peng Liu*, and K. N. Houk*
Organometallics, accepted, DOI: 10.1021/acs.organomet.7b00531. (PDF)
Katharina Marie Wenz, Peng Liu*, and K. N. Houk*
Organometallics, accepted, DOI: 10.1021/acs.organomet.7b00531. (PDF)
78. C–H Functionalization | Computational Study of Ni-Catalyzed C−H Functionalization: Factors that Control the Competition of Oxidative Addition and Radical Pathways
Humair M. Omer and Peng Liu* J. Am. Chem. Soc., 2017, 139, 9909–9920. (PDF) |
67. Metal-Free C–H Functionalization | Photoredox-Mediated Minisci C−H Alkylation of N-Heteroarenes Using Boronic Acids and Hypervalent Iodine
Guo-Xing Li, Cristian A. Morales-Rivera, Yaxin Wang, Fang Gao, Gang He, Peng Liu*, and Gong Chen*
Chem. Sci., 2016, 7, 6407–6412. (PDF)
Guo-Xing Li, Cristian A. Morales-Rivera, Yaxin Wang, Fang Gao, Gang He, Peng Liu*, and Gong Chen*
Chem. Sci., 2016, 7, 6407–6412. (PDF)
64. Metal-Free C–H Functionalization | Mechanistic Studies on Intramolecular C–H Trifluoromethoxylation of (Hetero)arenes via OCF3-Migration
Katarzyna N. Hojczyk, Zhen Lei, Cristian A. Morales-Rivera, Peng Liu, and Ming-Yu Ngai*
Org. Biomol. Chem., 2016, 14, 5599–5605. (PDF)
Katarzyna N. Hojczyk, Zhen Lei, Cristian A. Morales-Rivera, Peng Liu, and Ming-Yu Ngai*
Org. Biomol. Chem., 2016, 14, 5599–5605. (PDF)
57. C–C Activation | Computational Study of Rh-Catalyzed Carboacylation of Olefins: Ligand-Promoted Rhodacycle Isomerization Enables Regioselective C–C Bond Functionalization of Benzocyclobutenones
Gang Lu, Cheng Fang, Tao Xu, Guangbin Dong, and Peng Liu*
J. Am. Chem. Soc., 2015, 137, 8274–8283. (PDF)
The mechanism, reactivity, regio- and enantioselectivity of the Rh-catalyzed carboacylation of benzocyclobutenones are investigated using DFT calculations. The calculations indicate that the selective activation of the relatively unreactive C1–C2 bond in benzocyclobutenone is achieved via initial C1–C8 bond oxidative addition, followed by rhodacycle isomerization via decarbonylation and CO insertion. (Full abstract)
Gang Lu, Cheng Fang, Tao Xu, Guangbin Dong, and Peng Liu*
J. Am. Chem. Soc., 2015, 137, 8274–8283. (PDF)
The mechanism, reactivity, regio- and enantioselectivity of the Rh-catalyzed carboacylation of benzocyclobutenones are investigated using DFT calculations. The calculations indicate that the selective activation of the relatively unreactive C1–C2 bond in benzocyclobutenone is achieved via initial C1–C8 bond oxidative addition, followed by rhodacycle isomerization via decarbonylation and CO insertion. (Full abstract)
55. C–H Functionalization | Mechanism and Origins of Selectivities in the Copper-Catalyzed Dearomatization-Induced ortho C–H Cyanation of Vinylarenes
Yang Yang and Peng Liu*
ACS. Catal., 2015, 5, 2944–2951. (PDF)
DFT calculations indicated this C–H cyanation is composed of two discrete catalytic cycles (the copper-catalyzed electrophilic cyanative dearomatization and the subsequent base-catalyzed hydrogen transposition) that furnish the ortho C–H cyanated arenes. (Full abstract)
Yang Yang and Peng Liu*
ACS. Catal., 2015, 5, 2944–2951. (PDF)
DFT calculations indicated this C–H cyanation is composed of two discrete catalytic cycles (the copper-catalyzed electrophilic cyanative dearomatization and the subsequent base-catalyzed hydrogen transposition) that furnish the ortho C–H cyanated arenes. (Full abstract)
- Highlighted in the ACS Select Virtual Issue on First Row Transition Metal Complexes.
86. Olefin Functionalization | Ligand–Substrate Dispersion Facilitates the Copper-Catalyzed Hydroamination of Unactivated Olefins
Gang Lu, Richard Y. Liu, Yang Yang, Cheng Fang, Daniel S. Lambrecht*, Stephen L. Buchwald*, and Peng Liu* J. Am. Chem. Soc., in press, DOI: 10.1021/jacs.7b07373. (PDF) |
84. Olefin Functionalization | Tridentate Directing Groups Stabilize 6-Membered Palladacycles in Catalytic Alkene Hydrofunctionalization
Miriam L. O’Duill, Rei Matsuura, Yanyan Wang, Joshua L. Turnbull, John A. Gurak Jr., De-Wei Gao, Gang Lu, Peng Liu*, and Keary M. Engle*
J. Am. Chem. Soc., 2017, 139, 15576–15579. (PDF)
Miriam L. O’Duill, Rei Matsuura, Yanyan Wang, Joshua L. Turnbull, John A. Gurak Jr., De-Wei Gao, Gang Lu, Peng Liu*, and Keary M. Engle*
J. Am. Chem. Soc., 2017, 139, 15576–15579. (PDF)
79. Catalytic Intermolecular Carboamination of Unactivated Alkenes via Directed Aminopalladation
Zhen Liu, Yanyan Wang, Zichen Wang, Tian Zeng, Peng Liu*, and Keary M. Engle*
J. Am. Chem. Soc., 2017, 139, 11261–11270. (PDF)
Zhen Liu, Yanyan Wang, Zichen Wang, Tian Zeng, Peng Liu*, and Keary M. Engle*
J. Am. Chem. Soc., 2017, 139, 11261–11270. (PDF)
75. Rhodium-Catalyzed Enantioselective Radical Addition of CX4 Reagents to Olefins
Bo Chen, Cheng Fang, Peng Liu*, and Joseph M. Ready*
Angew. Chem. Int. Ed., 2017, 56, 8780–8784. (PDF)
Bo Chen, Cheng Fang, Peng Liu*, and Joseph M. Ready*
Angew. Chem. Int. Ed., 2017, 56, 8780–8784. (PDF)
66. Copper-Catalyzed Asymmetric Addition of Olefin-Derived Nucleophiles to Ketones
Yang Yang, Ian B. Perry, Gang Lu, Peng Liu*, and Stephen L. Buchwald*
Science, 2016, 353, 144–150. (PDF)
Yang Yang, Ian B. Perry, Gang Lu, Peng Liu*, and Stephen L. Buchwald*
Science, 2016, 353, 144–150. (PDF)
61. Mechanism and Origins of Ligand-Controlled Linear versus Branched Selectivity of Iridium-Catalyzed Hydroarylation of Alkenes
Genping Huang* and Peng Liu*
ACS Catal., 2016, 6, 809–820. (PDF)
Genping Huang* and Peng Liu*
ACS Catal., 2016, 6, 809–820. (PDF)
58. Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines
Yang Yang, Shi-Liang Shi, Dawen Niu, Peng Liu, and Stephen L. Buchwald*
Science, 2015, 349, 62–66. (PDF)
Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. (Full abstract)
Yang Yang, Shi-Liang Shi, Dawen Niu, Peng Liu, and Stephen L. Buchwald*
Science, 2015, 349, 62–66. (PDF)
Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. (Full abstract)
- Highlighted in C&EN and Chemistry World.
83. Asymmetric Catalysis | Computationally Guided Catalyst Design in the Type I Dynamic Kinetic Asymmetric Pauson–Khand Reaction of Allenyl Acetates
Lauren C. Burrows, Luke T. Jesikiewicz, Gang Lu , Steven J. Geib, Peng Liu* , and Kay M. Brummond*
J. Am. Chem. Soc., 2017, 139, 15022–15032. (PDF)
Lauren C. Burrows, Luke T. Jesikiewicz, Gang Lu , Steven J. Geib, Peng Liu* , and Kay M. Brummond*
J. Am. Chem. Soc., 2017, 139, 15022–15032. (PDF)
77. Asymmetric Reductive Coupling | NHC Ligands Tailored for Simultaneous Regio- and Enantiocontrol in Nickel-Catalyzed Reductive Couplings
Hengbin Wang, Gang Lu, Grant J. Sormunen, Hasnain A. Malik, Peng Liu,* and John Montgomery*
J. Am. Chem. Soc., 2017, 139, 9317–9324. (PDF)
Hengbin Wang, Gang Lu, Grant J. Sormunen, Hasnain A. Malik, Peng Liu,* and John Montgomery*
J. Am. Chem. Soc., 2017, 139, 9317–9324. (PDF)
75. Atom Transfer Radical Addition | Rhodium-Catalyzed Enantioselective Radical Addition of CX4 Reagents to Olefins
Bo Chen, Cheng Fang, Peng Liu*, and Joseph M. Ready*
Angew. Chem. Int. Ed., accepted, DOI: 10.1002/anie.201704074. (PDF)
Bo Chen, Cheng Fang, Peng Liu*, and Joseph M. Ready*
Angew. Chem. Int. Ed., accepted, DOI: 10.1002/anie.201704074. (PDF)
73. Carbohydrate Functionalization | Catalytic Site-selective Acylation of Carbohydrates Directed by Cation-n Interaction
Guozhi Xiao, Gabriel A. Cintron-Rosado, Daniel A. Glazier, Baomin Xi, Can Liu, Peng Liu*, and Weiping Tang*
J. Am. Chem. Soc., 2017, 139, 4346–4349. (PDF)
Guozhi Xiao, Gabriel A. Cintron-Rosado, Daniel A. Glazier, Baomin Xi, Can Liu, Peng Liu*, and Weiping Tang*
J. Am. Chem. Soc., 2017, 139, 4346–4349. (PDF)
- Highlighted in JACS Spotlights.
66. Olefin Hydrofunctionalization | Copper-Catalyzed Asymmetric Addition of Olefin-Derived Nucleophiles to Ketones
Yang Yang, Ian B. Perry, Gang Lu, Peng Liu*, and Stephen L. Buchwald*
Science, 2016, 353, 144–150. (PDF)
Yang Yang, Ian B. Perry, Gang Lu, Peng Liu*, and Stephen L. Buchwald*
Science, 2016, 353, 144–150. (PDF)
58. Olefin Hydrofunctionalization | Catalytic Asymmetric Hydroamination of Unactivated Internal Olefins to Aliphatic Amines
Yang Yang, Shi-Liang Shi, Dawen Niu, Peng Liu, and Stephen L. Buchwald*
Science, 2015, 349, 62–66. (PDF)
Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. (Full abstract)
Yang Yang, Shi-Liang Shi, Dawen Niu, Peng Liu, and Stephen L. Buchwald*
Science, 2015, 349, 62–66. (PDF)
Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. (Full abstract)
- Highlighted in C&EN and Chemistry World.
80. Polymerization | The Origins of the Stereoretentive Mechanism of Olefin Metathesis with Ru-Dithiolate Catalysts
Jessica M. Grandner, Huiling Shao, Robert H. Grubbs, Peng Liu*, and K. N. Houk*
J. Org. Chem., accepted, DOI: 10.1021/acs.joc.7b02129. (PDF)
Jessica M. Grandner, Huiling Shao, Robert H. Grubbs, Peng Liu*, and K. N. Houk*
J. Org. Chem., accepted, DOI: 10.1021/acs.joc.7b02129. (PDF)
71. Multi-Tasking Catalysis | A Photoswitchable Olefin Metathesis Catalyst
Aaron J. Teator, Huiling Shao, Gang Lu, Peng Liu*, and Christopher W. Bielawski*
Organometallics, 2017, 36, 490–497. (PDF)
Aaron J. Teator, Huiling Shao, Gang Lu, Peng Liu*, and Christopher W. Bielawski*
Organometallics, 2017, 36, 490–497. (PDF)
70. Multi-Tasking Catalysis | A Ring-Opening Metathesis Polymerization Catalyst That Exhibits Redox-Switchable Monomer Selectivities
Dominika N. Lastovickova, Huiling Shao, Gang Lu, Peng Liu*, and Christopher W. Bielawski*
Chem. Eur. J., 2017, 23, 5994–6000. (PDF)
Dominika N. Lastovickova, Huiling Shao, Gang Lu, Peng Liu*, and Christopher W. Bielawski*
Chem. Eur. J., 2017, 23, 5994–6000. (PDF)
62. Metal-Free ATRP | Mechanism of Photoinduced Metal-Free Atom Transfer Radical Polymerization: Experimental and Computational Studies
Xiangcheng Pan, Cheng Fang, Marco Fantin, Nikhil Malhotra , Woong Young So, Linda A. Peteanu, Abdirisak A. Isse, Armando Gennaro,* Peng Liu,* and Krzysztof Matyjaszewski*
J. Am. Chem. Soc., 2016, 138, 2411–2425. (PDF)
Xiangcheng Pan, Cheng Fang, Marco Fantin, Nikhil Malhotra , Woong Young So, Linda A. Peteanu, Abdirisak A. Isse, Armando Gennaro,* Peng Liu,* and Krzysztof Matyjaszewski*
J. Am. Chem. Soc., 2016, 138, 2411–2425. (PDF)