Song Lin

Tisch University Professor

Publications

Novaes, L. F. T.; Ho, J. S. K.; Mao, K.; Liu, K.; Tanwar, M.; Neurock, M.; Villemure, E.; Terrett, J. A.; Lin, S. “Exploring Electrochemical C(sp3)–H Oxidation for the Late-Stage Methylation of Complex Molecules.” J. Am. Chem. Soc. 2022, 144, 1187–1197.
Rein, J.; Annand, J. R.; Wismer, M. K.; Fu, J.; Siu, J. C.; Klapars, A; Strotman, N. A.; Kalyani, D.; Lehnherr, D.; Lin, S. “Unlocking the Potential of High-Throughput Experimentation for Electrochemistry with a Standardized Microscale Reactor.” ACS Cent. Sci. 2021, 8, 1347–1355.
Novaes, L. F. T.; Liu, J.; Shen, Y.; Lu, L.; Meinhardt, J. M.; Lin, S. “Electrocatalysis as an Enabling Technology for Organic Synthesis.” Chem. Soc. Rev. 2021, 50, 7941–8002.
Nelson, H. M.; Siu, J. C.; Saha, A.; Cascio, D.; MacMillan, S. N.; Wu, S.-B.; Lu, C.; Rodríguez, J. A.; Houk, K. N.; Lin, S. “Isolation and X‑ray Crystal Structure of an Electrogenerated TEMPO−N3 Charge-Transfer Complex.” Org. Lett. 2021, 23, 454–458.
Lu, L.; Siu, J. C.; Lai, Y.; Lin, S. “An Electroreductive Approach to Radical Silylation via the Activation of Strong Si–Cl Bonds.” J. Am. Chem. Soc. 2020, 142, 21272–21278.
Zhang, W.; Lin, S. “Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism.” J. Am. Chem. Soc. 2020, 142, 20661–20670.
Robinson, S. G.; Wu, X.; Jiang, B.; Sigman, M. S.; Lin, S. “Mechanistic Studies Inform Design of Improved Ti(salen) Catalysts for Enantioselective [3+2] Cycloaddition.” J. Am. Chem. Soc. 2020, 142, 18471–18482.
Liu, J.; Lu, L.; Wood, D. P.; Lin, S. “New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry.” ACS Cent. Sci. 2020, 6, 1317–1340.
Song, L.; Fu, N.; Ernst, B. G.; Lee, W. H.; Frederick, M. O.; DiStasio, R. A. Jr.; Lin, S. “Dual Electrocatalysis Enables Enantioselective Hydrocyanation of Conjugated Alkenes.” Nat. Chem. 2020, 12, 747–754.
Kim, H.; Kim, H.; Lambert, T.; Lin, S. “Reductive Electrophotocatalysis: Merging Electricity and Light to Achieve Extreme Reduction Potentials.” J. Am. Chem. Soc. 2020, 142, 142, 2087-2092.
Zhang, W.; Carpenter, K.; Lin, S. “Electrochemistry Broadens the Scope of Flavin Photocatalysis: Photoelectrocatalytic Oxidation of Unactivated Alcohols.” Angew. Chem., Int. Ed. 2019, 141, 14480-14485.
Fu, N.; Song, L.; Liu, J.; Shen, Y.; Siu, J. C.; Lin, S. “New Bisoxazoline Ligands Enable Enantioselective Electrocatalytic Cyanofunctionalization of Vinylarenes.” J. Am. Chem. Soc. 2019, 141, 14480-14485.
Ye, K-Y.; McCallum, T.; Lin, S. “Bimetallic Radical Redox-Relay Catalysis for the Isomerization of Epoxides to Allylic Alcohols.” J. Am. Chem. Soc. 2019, 141, 9548-9554.
Siu, J. C.; Parry, J. B.; Lin, S. “Aminoxyl-Catalyzed Electrochemical Diazidation of Alkenes Mediated by a Metastable Charge-Transfer Complex.” J. Am. Chem. Soc. 2019, 141, 2825-2831.
Wu, X.; Hao, W.; Ye, K-Y.; Jiang, B.; Pombar, G.; Song, Z.; Lin, S. “Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors.” J. Am. Chem. Soc. 2018, 140, 14836-14843.
Siu, J. C.; Sauer, G. S.; Saha, A.; Macey, R. L.; Fu, N.; Chauvirie, T.; Lancaster, K. L.; Lin, S. “Electrochemical Azidooxygenation of Alkenes Mediated by a TEMPO–N3 Charge-Transfer Complex.” J. Am. Chem. Soc. 2018, 40, 12511-12520.
Fu, N.; Sauer, G. S.; Lin, S. “A general, electrocatalytic approach to the synthesis of vicinal diamines.” Nat. Protoc. 2018, 13, 1725–1743.
Sauer, G. S.; Lin, S. “An Electrocatalytic Approach to the Radical Difunctionalization of Alkenes.” ACS Catal. 2018, 8, 5175–5187.
Hao, W.; Harenberg, J. H.; Wu, X.; Macmillan, S. N.; Lin, S. “Diastereo- and Enantioselective Formal [3 + 2] Cycloaddition of Cyclopropyl Ketones and Alkenes via Ti-Catalyzed Radical Redox Relay” J. Am. Chem. Soc. 2018, 140, 3514–3517.
Ye, K.; Pombar, G.; Fu, N.; Sauer, G. S.; Keresztes, I.; Lin, S. “Anodically Coupled Electrolysis for the Heterodifunctionalization of Alkenes” J. Am. Chem. Soc. 2018, 140, 2438–2441.
Peterson, B. M.; Lin, S.; Fors, B.P. “Electrochemically Controlled Cationic Polymerization of Vinyl Ethers” J. Am. Chem. Soc. 2018, 140, 2076–2079.
Fu, N.; Sauer, G. S.; Lin, S. “Electrocatalytic Radical Dichlorination of Alkenes with Nucleophilic Chlorine Sources.” J. Am. Chem. Soc. 2017, 139, 15548–15553.
Hao, W.; Wu, X.; Sun, J. Z.; Siu, J. C.; MacMillan, S. N.; Lin, S. “Radical Redox-Relay Catalysis: Formal [3+2] Cycloaddition of N-Acylaziridines and Alkenes”, J. Am. Chem. Soc. 2017, 139, 12141–12144.
Fu, N.; Sauer, G. S.; Saha, A.; Loo, A; Lin, S. “Metal-catalyzed electrochemical diazidation of alkenes”, Science 2017, 357, 575–579.
Kennedy, C. R.;* Lin, S.;* Jacobsen, E. N. “The cation–π interactions in small-molecule catalysis”, Angew. Chem., Int. Ed. 2016, 55, 12596–12624. (* co-first author)
Cao, Z.; Kim, D.; Yu, Y.; Xu, J.; Lin, S.; Wen, X.; Nichols, E. M.; Jeong, K.; Reimer, J. A.; Yang, P.; Chang, C. J. “A molecular surface functionalization approach to tuning nanoparticle electrocatalysts for carbon dioxide reduction”, J. Am. Chem. Soc. 2016, 138, 8120–8125.
Lin, S.;* Diercks, C. S.;* Zhang, Y.-B.;* Kornienko, N.; Nichols, E. M.; Zhao, Y.; Paris, A. R.; Kim, D.; Yang, P.; Yaghi, O. M.; Chang, C. J. “Covalent organic frameworks comprising cobalt porphyrins for catalytic CO2 reduction in water”, Science 2015, 349, 1208–1213. (* co-first author)
Kornienko, N.; Zhao, Y.; Kley, C.; Zhu, C.; Kim, D.; Lin, S.; Chang, C. J.; Yaghi, O. M.; Yang, P. “Metal-organic frameworks for electrocatalytic reduction of carbon dioxide”, J. Am. Chem. Soc. 2015, 137, 14129–14135.
Rogers, C.; Chen, C.; Pedramrazi, Z.; Omrani, A. A.; Tsai, H.-Z.; Jung, H. S.; Lin, S.; Crommie, M. F.; Fischer, F. R. “Closing the nanographene gap: surface-assisted synthesis of peripentacene from 6,6’-bipentacene precursors”, Angew. Chem., Int. Ed. 2015, 54, 15143–15146.
Zhang, H.; Lin, S.; Jacobsen, E. N. “Enantioselective selenocyclization via dynamic kinetic resolution of seleniranium ions by hydrogen-bond donor catalysts”, J. Am. Chem. Soc. 2014, 136, 16485–16488.
Lin, S.; Jacobsen, E. N. “Thiourea-catalysed ring opening of episulfonium ions with indole derivatives by means of stabilizing non-covalent interactions”, Nature Chem. 2012, 4, 817–824.
Knowles, R. R.; Lin, S.; Jacobsen, E. N. “Enantioselective thiourea-catalyzed polycyclizations”, J. Am. Chem. Soc. 2010, 132, 5030–5032.
Li, Y.-Z.; Li, B.-J.; Lu, X.-Y.; Lin, S.; Shi, Z.-J. “Cross dehydrogenative arylation (CDA) of a benzylic C–H bond with arenes by iron catalysis”, Angew. Chem., Int. Ed. 2009, 48, 3817–3820.
Lin, S.; Song, C.-X.; Cai, G.-X.; Wang, W.H.; Shi, Z.-J. “Intra/Intermolecular direct allylic alkylation via Pd(II)-catalyzed allylic C–H activation”, J. Am. Chem. Soc. 2008, 130, 12901–12903.

360B ST Olin
songlin@cornell.edu

Education

Postdoc, University of California, Berkeley
PhD, Harvard University
BS, Peking University

Departments and programs

Chemistry and Chemical Biology

Keywords

Organic chemistry, electrocatalysis, asymmetric catalysis, organic materials, green chemistry

Geoffrey W. Coates

Tisch University Professor

Publications

•    Ye, R.; Sun, X.; Mao, X.; Alfonso, F. S.; Baral, S.; Liu, C.; Coates, G. W.; Chen, P. “Optical sequencing of single synthetic polymers” Nature Chemistry, 2024, 16, 210–217.
•    Zhou, Z.; LaPointe, A. M.; Coates, G. W. Atactic, Isotactic, and Syndiotactic Methylated Polyhydroxybutyrates: An Unexpected Series of Isomorphic Polymers” J. Am. Chem. Soc. 2023, 145, 25983–25988.
•    Lu, Y.; Coates, G. W. “Pairing-Enhanced Regioselectivity: Synthesis of Alternating Poly(lactic-co-glycolic acid) from Racemic Methyl-Glycolide” J. Am. Chem. Soc. 2023, 145, 22425–22432.
•    Zhou, Z.; LaPointe, A. M.; Shaffer, T. D.; Coates, G. W. “Nature-inspired methylated polyhydroxybutyrates from C1 and C4 feedstocks” Nature Chemistry, 2023, 15, 856–861.
•    Parke, S. M.; Lopez, J. C.; Cui, S.; LaPointe, A. M.; Coates, G. W. “Polyethylene Incorporating Diels-Alder Comonomers: A “Trojan Horse” Strategy for Chemically Recyclable Polyolefins” Angew. Chem. Int. Ed. 2023, 62, e202301927.
•    Hester, H. G.; Abel, B. A.; Coates, G. W. “Ultra-High Molecular Weight Poly(Dioxolane): Enhancing the Mechanical Performance of a Chemically Recyclable Polymer” J. Am. Chem. Soc. 2023, 145, 8800–8804.
•    Arroyave, A.; Cui, S.; Lopez, J. C.; Kocen, A. L.; LaPointe, A. M.; Delferro, M.; Coates, G. W. “Catalytic Chemical Recycling of Post-Consumer Polyethylene” J. Am. Chem. Soc. 2022, 144, 23280–23285.
•    Kocen, A. L.; Cui, S.; Lin, T.-W.; LaPointe, A. M.; Coates, G. W. “Chemically Recyclable Ester-Linked Polypropylene” J. Am. Chem. Soc. 2022, 144, 12613–12618.
•    Popowski, Y.; Lu, Y.; Coates, G. W.; Tolman, W. B. “Stereocomplexation of Stereoregular Aliphatic Polyesters: Change from Amorphous to Semicrystalline Polymers with Single Stereocenter Inversion” J. Am. Chem. Soc. 2022, 144, 8362–8370.
•    Abel, B. A.; Snyder, R. L.; Coates, G. W. “Chemically recyclable thermoplastics from reversible-deactivation polymerization of cyclic acetals” Science, 2021 373, 783–789.
•    Lu, Y.; Swisher, J. H.; Meyer, T. Y.; Coates, G. W. “Chirality-Directed Regioselectivity: An Approach for the Synthesis of Alternating Poly(Lactic-co-Glycolic Acid)” J. Am. Chem. Soc. 2021, 143, 4119–4124.
•    You, W.; Ganley, J. M.; Ernst, B. G.; Peltier, C. R.; Ko, H.-Y.; DiStasio, Jr.; R. A.; Knowles, R. R.; Coates, G. W. “Expeditious synthesis of aromatic-free piperidinium-functionalized polyethylene as alkaline anion exchange membranes” Chem. Sci., 2021, 12, 3898–3910.
•    Lidston, C. A. L.; Abel, B. A.; Coates, G. W. “Bifunctional Catalysis Prevents Inhibition in Reversible-Deactivation Ring-Opening Copolymerizations of Epoxides and Cyclic Anhydrides” J. Am. Chem. Soc. 2020, 142, 20161–20169.
•    Lamb, J. R.; Hubbell, A. K.; MacMillan, S. N.; Coates, G. W. “Carbonylative, Catalytic Deoxygenation of 2,3-Disubstituted Epoxides with Inversion of Stereochemistry: An Alternative Alkene Isomerization Method” J. Am. Chem. Soc. 2020, 142, 8029–8035.
•    Lipinski, B. M.; Morris, L. S.; Silberstein, M. N.; Coates, G. W. “Isotactic Poly(Propylene Oxide): A Photodegradable Polymer with Strain Hardening Properties” J. Am. Chem. Soc. 2020, 142, 6800–6806.
•    Sifri, R. J.; Padilla-Vélez, O.; Coates, G. W.; Fors, B. P. “Controlling the Shape of Molecular Weight Distributions in Coordination Polymerization and Its Impact on Physical Properties” J. Am. Chem. Soc. 2020, 142, 1443–1448.
•    Abel, B. A.; Lidston, C. A. L.; Coates, G. W. “Mechanism-Inspired Design of Bifunctional Catalysts for the Alternating Ring-Opening Copolymerization of Epoxides and Cyclic Anhydrides” J. Am. Chem. Soc. 2019, 141, 12760–12769.
•    Hubbell, A. K.; LaPointe, A. M.; Lamb, J. R.; Coates, G. W. “Regioselective Carbonylation of 2,2-Disubstituted Epoxides: An Alternative Route to Ketone-Based Aldol Products” J. Am. Chem. Soc. 2019, 141, 2474–2480.
•    You, W.; Padgett, E.; MacMillan, S. N.; Muller, D. A.; Coates, G. W. “Highly Conductive and Chemically Stable Alkaline Anion Exchange Membranes via ROMP of trans-Cyclooctene Derivatives” Proc. Nat. Acad. Sci. 2019, 116, 9729–9734.
•    Eagan, J. E.; Xu, J.; Di Girolamo, R.; Thurber, C. M.; Macosko, C. W.; LaPointe, A. M.; Bates, F. S.; Coates, G. W. “Combining Polyethylene and Polypropylene: Enhanced Performance with PE/iPP Multiblock Polymers” Science 2017, 355, 814−816.

582 ST Olin
gc39@cornell.edu
607/255-5447

Education

Postdoc, California Institute of Technology
Ph.D., Stanford University
B.A., Wabash College

Departments and programs

Chemistry and Chemical Biology

Keywords

Polymer synthesis, stereoselective catalysis, mechanism of metal catalyzed reactions

Phillip Milner

Assistant Professor

Education

Departments and programs

Links

Keywords

Peter T. Wolczanski

George W. and Grace L. Todd Professor

Publications

Education

Departments and programs

Links

Keywords

Song Lin

Tisch University Professor

Publications

Education

Departments and programs

Links

Keywords

Kyle M. Lancaster

Professor

Publications

Education

Departments and programs

Links

Keywords

David B. Collum

Betty R. Miller Professor

Publications

Education

Departments and programs

Links

Keywords

Geoffrey W. Coates

Tisch University Professor

Publications

Education

Departments and programs

Links

Keywords