Synthesis and Characterization of Tris(oxazolinyl)borato Copper(II) and Copper(I) Complexes
Abstract
Abstract The reaction of To M Tl (To M =tris(4,4‐dimethyl‐2‐oxazolinyl)phenylborate) and CuBr 2 in benzene at 60 °C provides To M CuBr ( 1 ) as an entry‐point into tris(oxazolinyl)phenylborato copper chemistry. To M CuO t Bu ( 2 ) and To M CuOAc ( 3 ) are prepared by the reactions of To M CuBr with KO t Bu and NaOAc, respectively. To M CuO t Bu is transformed into (To M CuOH) 2 ( 4 ) through hydrolysis. NMR, FT‐IR, and EPR spectroscopies are used to determine the electronic and structural properties of these copper(II) compounds, and the solid‐state structures were characterized by X‐ray crystallography. Reduction of copper is observed upon treatment of To M CuO t Bu with phenylsilane in an attempt to synthesize monomeric copper(II) hydride. To M Cu ( 5 ) and To M 2 Cu ( 6 ) were independently synthesized and characterized for comparison.
- Authors:
-
[1];
[1];
[1];
[1]
- Iowa State Univ., Ames, IA (United States); Ames Lab., Ames, IA (United States)
- Iowa State Univ., Ames, IA (United States)
- Publication Date:
- Research Org.:
- Ames Laboratory (AMES), Ames, IA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division; USDOE
- OSTI Identifier:
- 1765706
- Alternate Identifier(s):
- OSTI ID: 1804565
- Report Number(s):
- IS-J-10,417
Journal ID: ISSN 0018-019X
- Grant/Contract Number:
- AC02-07CH11358
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Helvetica Chimica Acta
- Additional Journal Information:
- Journal Volume: 104; Journal Issue: 2; Journal ID: ISSN 0018-019X
- Publisher:
- Wiley
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; copper; EPR spectroscopy; reduction; scorpionate; X-ray diffraction
Citation Formats
Eedugurala, Naresh, Wang, Zhuoran, Kanbur, Uddhav, Ellern, Arkady, Pruski, Marek, and Sadow, Aaron D. Synthesis and Characterization of Tris(oxazolinyl)borato Copper(II) and Copper(I) Complexes. United States: N. p., 2020.
Web. doi:10.1002/hlca.202000209.
Eedugurala, Naresh, Wang, Zhuoran, Kanbur, Uddhav, Ellern, Arkady, Pruski, Marek, & Sadow, Aaron D. Synthesis and Characterization of Tris(oxazolinyl)borato Copper(II) and Copper(I) Complexes. United States. https://doi.org/10.1002/hlca.202000209
Eedugurala, Naresh, Wang, Zhuoran, Kanbur, Uddhav, Ellern, Arkady, Pruski, Marek, and Sadow, Aaron D. Wed .
"Synthesis and Characterization of Tris(oxazolinyl)borato Copper(II) and Copper(I) Complexes". United States. https://doi.org/10.1002/hlca.202000209. https://www.osti.gov/servlets/purl/1765706.
@article{osti_1765706,
title = {Synthesis and Characterization of Tris(oxazolinyl)borato Copper(II) and Copper(I) Complexes},
author = {Eedugurala, Naresh and Wang, Zhuoran and Kanbur, Uddhav and Ellern, Arkady and Pruski, Marek and Sadow, Aaron D.},
abstractNote = {Abstract The reaction of To M Tl (To M =tris(4,4‐dimethyl‐2‐oxazolinyl)phenylborate) and CuBr 2 in benzene at 60 °C provides To M CuBr ( 1 ) as an entry‐point into tris(oxazolinyl)phenylborato copper chemistry. To M CuO t Bu ( 2 ) and To M CuOAc ( 3 ) are prepared by the reactions of To M CuBr with KO t Bu and NaOAc, respectively. To M CuO t Bu is transformed into (To M CuOH) 2 ( 4 ) through hydrolysis. NMR, FT‐IR, and EPR spectroscopies are used to determine the electronic and structural properties of these copper(II) compounds, and the solid‐state structures were characterized by X‐ray crystallography. Reduction of copper is observed upon treatment of To M CuO t Bu with phenylsilane in an attempt to synthesize monomeric copper(II) hydride. To M Cu ( 5 ) and To M 2 Cu ( 6 ) were independently synthesized and characterized for comparison.},
doi = {10.1002/hlca.202000209},
journal = {Helvetica Chimica Acta},
number = 2,
volume = 104,
place = {United States},
year = {Wed Dec 23 00:00:00 EST 2020},
month = {Wed Dec 23 00:00:00 EST 2020}
}
Free Publicly Available Full Text
Publisher's Version of Record
Other availability
Search WorldCat to find libraries that may hold this journal
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
A Family of Four-Coordinate Iron(II) Complexes Bearing the Sterically Hindered Tris(pyrazolyl)borato Ligand TptBu,Me
journal, December 2010
- Jové, Fernando A.; Pariya, Chandi; Scoblete, Michael
- Chemistry - A European Journal, Vol. 17, Issue 4
A mild, copper catalyzed route to conducting polyaniline
journal, January 2006
- Dias, H. V. Rasika; Wang, Xiaoyu; Rajapakse, R. M. Gamini
- Chemical Communications, Issue 9
A convenient, efficient method for conjugate reductions using catalytic quantities of Cu(I)
journal, June 1998
- Lipshutz, Bruce H.; Keith, John; Papa, Patrick
- Tetrahedron Letters, Vol. 39, Issue 26
Synthesis, Structure, and Reactivity of a Mononuclear Organozinc Hydride Complex: Facile Insertion of CO 2 into a Zn–H Bond and CO 2 -Promoted Displacement of Siloxide Ligands
journal, June 2011
- Sattler, Wesley; Parkin, Gerard
- Journal of the American Chemical Society, Vol. 133, Issue 25
The most hindered hydrotris(pyrazolyl)borate ligand, X-ray structure of chlorocopper(II) complex: [Cu(Cl){HB(3-Ad-5-Pripz)3}] as compared with [Cu(Cl){HB(3-But-5-Pripz)3}]
journal, February 2004
- Fujisawa, Kiyoshi; Tada, Naoki; Ishikawa, Yoko
- Inorganic Chemistry Communications, Vol. 7, Issue 2
Biologically inspired oxidation catalysis
journal, September 2008
- Que, Lawrence; Tolman, William B.
- Nature, Vol. 455, Issue 7211
Electronic Structure of a Cu II –Alkoxide Complex Modeling Intermediates in Copper-Catalyzed Alcohol Oxidations
journal, March 2016
- Hayes, Ellen C.; Porter, Thomas R.; Barrows, Charles J.
- Journal of the American Chemical Society, Vol. 138, Issue 12
Structural studies of copper(I) binding by hydrotris(1-pyrazolyl)borate and hydrotris(3,5-dimethyl-1-pyrazolyl)borate in the solid state and in solution
journal, February 1976
- Mealli, Carlo; Arcus, Cathy S.; Wilkinson, Joseph L.
- Journal of the American Chemical Society, Vol. 98, Issue 3
Remarkably Robust Monomeric Alkylperoxyzinc Compounds from Tris(oxazolinyl)boratozinc Alkyls and O 2
journal, July 2012
- Mukherjee, Debabrata; Ellern, Arkady; Sadow, Aaron D.
- Journal of the American Chemical Society, Vol. 134, Issue 31
Tris(3-t-butyl-5-methylpyrazolyl)hydroborato derivatives of copper and thallium: The structural influence of a 5-methyl substituent
journal, March 1995
- Yoon, Keum; Parkin, Gerard
- Polyhedron, Vol. 14, Issue 6
Spectroscopic, thermodynamic, kinetic studies and oxidase/antioxidant biomimetic catalytic activities of tris(3,5-dimethylpyrazolyl)borate Cu( ii ) complexes
journal, January 2015
- Shaban, Shaban Y.; Ramadan, Abd El-Motaleb M.; Ibrahim, Mohamed M.
- Dalton Transactions, Vol. 44, Issue 31
A new alternative to Stryker's reagent in hydrosilylation: synthesis, structure, and reactivity of a well-defined carbene–copper(ii) acetate complex
journal, January 2005
- Yun, Jaesook; Kim, Daesung; Yun, Hoseop
- Chemical Communications, Issue 41
The Synthesis, Structure, and Reactivity of Phenyl Tris(3- tert -butylpyrazolyl)borato Iron Methyl, [PhTp Bu t ]FeMe: Isolation of a Four-Coordinate Monovalent Iron Carbonyl Complex, [PhTp Bu t ]FeCO
journal, October 1998
- Kisko, Jennifer L.; Hascall, Tony; Parkin, Gerard
- Journal of the American Chemical Society, Vol. 120, Issue 40
Generation of a reducing reagent from Copper(I) salt and hydrosilane. New practical method for conjugate reduction
journal, December 1997
- Ito, Hajime; Ishizuka, Tomoko; Arimoto, Kikuo
- Tetrahedron Letters, Vol. 38, Issue 51
Structural and Electronic Differences of Copper(I) Complexes with Tris(pyrazolyl)methane and Hydrotris(pyrazolyl)borate Ligands
journal, February 2006
- Fujisawa, Kiyoshi; Ono, Tetsuya; Ishikawa, Yoko
- Inorganic Chemistry, Vol. 45, Issue 4
Spectroscopic and Theoretical Studies of Mononuclear Copper(II) Alkyl- and Hydroperoxo Complexes: Electronic Structure Contributions to Reactivity
journal, October 2000
- Chen, Peng; Fujisawa, Kiyoshi; Solomon, Edward I.
- Journal of the American Chemical Society, Vol. 122, Issue 41
Coinage Metal Hydrides: Synthesis, Characterization, and Reactivity
journal, June 2016
- Jordan, Abraham J.; Lalic, Gojko; Sadighi, Joseph P.
- Chemical Reviews, Vol. 116, Issue 15
Thermally stable coordinatively unsaturated alkyl complexes resistant to β-hydride elimination: TpiPrM–CH2CH3 (M = Co, Fe)
journal, January 1999
- Shirasawa, Nobuhiko; Akita, Munetaka; Hikichi, Shiro
- Chemical Communications, Issue 5
Aliphatic C−H Bond Oxygenation by the Co II OOX Species with the Hindered Hydrotris(pyrazolyl)borate Ligand (X = Co(II), Alkyl, H)
journal, May 1998
- Hikichi, Shiro; Komatsuzaki, Hidehito; Akita, Munetaka
- Journal of the American Chemical Society, Vol. 120, Issue 19
Poly(pyrazolyl)aluminate Complexes Containing Aluminum–Hydrogen Bonds
journal, October 2011
- Snyder, Christopher J.; Heeg, Mary Jane; Winter, Charles H.
- Inorganic Chemistry, Vol. 50, Issue 19
N-Heterocyclic carbene (NHC)–copper-catalysed transformations of carbon dioxide
journal, January 2013
- Zhang, Liang; Hou, Zhaomin
- Chemical Science, Vol. 4, Issue 9
Tris(3-tert-butylpyrazolyl)hydroborato zinc hydride: synthesis, structure and reactivity of a monomeric zinc hydride derivative
journal, January 1991
- Han, Runyu; Gorrell, Ian B.; Looney, Adrian G.
- Journal of the Chemical Society, Chemical Communications, Issue 10
Synthesis and structural and spectroscopic characterization of mononuclear copper nitrosyl complexes: models for nitric oxide adducts of copper proteins and copper-exchanged zeolites
journal, December 1993
- Ruggiero, Christy E.; Carrier, Susan M.; Antholine, William E.
- Journal of the American Chemical Society, Vol. 115, Issue 24
Molecular Zinc Dihydride Stabilized by N-Heterocyclic Carbenes
journal, March 2013
- Rit, Arnab; Spaniol, Thomas P.; Maron, Laurent
- Angewandte Chemie International Edition, Vol. 52, Issue 17
Formation of a µ-η 2 :η 2 -disulfide dinuclear copper( II ) complex by thermal decomposition of a thiolate complex via C–S bond cleavage
journal, January 1994
- Fujisawa, Kiyoshi; Moro-Oka, Yoshihiko; Kitajima, Nobumasa
- J. Chem. Soc., Chem. Commun., Issue 5
Tetrahedral copper(II) complexes supported by a hindered pyrazolylborate. Formation of the thiolato complex, which closely mimics the spectroscopic characteristics of blue copper proteins
journal, April 1990
- Kitajima, Nobumasa; Fujisawa, Kiyoshi; Morooka, Yoshihiko
- Journal of the American Chemical Society, Vol. 112, Issue 8
Intramolecular C?H Activation by an Open-Shell Cobalt(III) Imido Complex
journal, February 2005
- Shay, Daniel T.; Yap, Glenn P. A.; Zakharov, Lev N.
- Angewandte Chemie International Edition, Vol. 44, Issue 10
Synthesis, structure, and spectroscopic properties of copper( II ) compounds containing nitrogen–sulphur donor ligands; the crystal and molecular structure of aqua[1,7-bis(N-methylbenzimidazol-2′-yl)-2,6-dithiaheptane]copper( II ) perchlorate
journal, January 1984
- Addison, Anthony W.; Rao, T. Nageswara; Reedijk, Jan
- J. Chem. Soc., Dalton Trans., Issue 7
Formation and characterization of a mononuclear (acylperoxo)copper(II) complex
journal, February 1990
- Kitajima, Nobumasa; Fujisawa, Kiyoshi; Moro-oka, Yoshihiko
- Inorganic Chemistry, Vol. 29, Issue 3
A Dinitrogen Dicopper(I) Complex via a Mixed-Valence Dicopper Hydride
journal, July 2016
- Zhang, Shiyu; Fallah, Hengameh; Gardner, Evan J.
- Angewandte Chemie International Edition, Vol. 55, Issue 34
A New Scorpionate Ligand: Tris(4,4-dimethyl-2-oxazolinyl)borate and Its Zirconium(IV) Complexes
journal, June 2008
- Dunne, James F.; Su, Jiachun; Ellern, Arkady
- Organometallics, Vol. 27, Issue 11
Highly efficient catalytic hydrosilylation of carbon dioxide by an N-heterocyclic carbene copper catalyst
journal, January 2013
- Zhang, Liang; Cheng, Jianhua; Hou, Zhaomin
- Chemical Communications, Vol. 49, Issue 42
Reactions of Tris(oxazolinyl)phenylborato Rhodium(I) with C−X (X = Cl, Br, OTf) Bonds: Stereoselective Intermolecular Oxidative Addition
journal, September 2010
- Ho, Hung-An; Dunne, James F.; Ellern, Arkady
- Organometallics, Vol. 29, Issue 18
Synthesis and Characterization of Fluorinated Tris(pyrazolyl)borate Complexes. Observation of an (η 5 -Pyrazole)−K + Interaction in the Solid State
journal, February 2001
- Hu, Zhengbo; Gorun, Sergiu M.
- Inorganic Chemistry, Vol. 40, Issue 4
Organometallic Complexes of Bulky, Optically Active, C 3 -Symmetric Tris(4 S -isopropyl-5,5-dimethyl-2-oxazolinyl)phenylborate (To P *)
journal, July 2015
- Xu, Songchen; Magoon, Yitzhak; Reinig, Regina R.
- Organometallics, Vol. 34, Issue 14
Continuous chirality measures of tetracoordinate bis(chelate) metal complexes
journal, January 2003
- Alvarez, Santiago; Avnir, David
- Dalton Transactions, Issue 4
Asymmetric Conjugate Reduction of α,β-Unsaturated Esters Using a Chiral Phosphine−Copper Catalyst
journal, October 1999
- Appella, Daniel H.; Moritani, Yasunori; Shintani, Ryo
- Journal of the American Chemical Society, Vol. 121, Issue 40
Coordinatively Saturated Tris(oxazolinyl)borato Zinc Hydride-Catalyzed Cross Dehydrocoupling of Silanes and Alcohols
journal, May 2011
- Mukherjee, Debabrata; Thompson, Richard R.; Ellern, Arkady
- ACS Catalysis, Vol. 1, Issue 7
A model for the substrate adduct of copper nitrite reductase and its conversion to a novel tetrahedral copper(II) triflate complex
journal, December 1991
- Tolman, William B.
- Inorganic Chemistry, Vol. 30, Issue 26
“Radical-Controlled” Oxidative Polymerization of 4-Phenoxyphenol by a Tyrosinase Model Complex Catalyst to Poly(1,4-phenylene oxide)
journal, March 2000
- Higashimura, Hideyuki; Kubota, Masaaki; Shiga, Akinobu
- Macromolecules, Vol. 33, Issue 6
Synthesis and Oxidation Catalysis of [Tris(oxazolinyl)borato]cobalt(II) Scorpionates: Synthesis and Oxidation Catalysis of [Tris(oxazolinyl)borato]cobalt(II) Scorpionates
journal, April 2016
- Reinig, Regina R.; Mukherjee, Debabrata; Weinstein, Zachary B.
- European Journal of Inorganic Chemistry, Vol. 2016, Issue 15-16
Selective hydride-mediated conjugate reduction of .alpha.,.beta.-unsaturated carbonyl compounds using [(Ph3P)CuH]6
journal, January 1988
- Mahoney, Wayne S.; Brestensky, Donna M.; Stryker, Jeffrey M.
- Journal of the American Chemical Society, Vol. 110, Issue 1
Hydrosilylation of Aldehydes and Ketones Catalyzed by a Terminal Zinc Hydride Complex, [κ 3 -Tptm]ZnH
journal, August 2015
- Sattler, Wesley; Ruccolo, Serge; Rostami Chaijan, Mahnaz
- Organometallics, Vol. 34, Issue 19
Oxygen insertion reactions of mixed N-heterocyclic carbene–oxazolinylborato zinc alkyl complexes
journal, January 2014
- Xu, Songchen; Everett, William C.; Ellern, Arkady
- Dalton Trans., Vol. 43, Issue 38
Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination
journal, October 1980
- Deacon, G.
- Coordination Chemistry Reviews, Vol. 33, Issue 3
Structures, Physicochemical Properties, and Reactivities of Cobalt(II) Complexes Supported by a Homoscorpionate (Tris(pyrazolyl)borate) Ligand Tp Ph,Me
journal, December 2011
- Kunishita, Atsushi; Gianetti, Thomas L.; Arnold, John
- Organometallics, Vol. 31, Issue 1
Copper-catalyzed asymmetric hydrosilylation of ketones using air and moisture stable precatalyst Cu(OAc) 2 ·H 2 O
journal, July 2004
- Lee, Dong-won; Yun, Jaesook
- Tetrahedron Letters, Vol. 45, Issue 28
Copper(I) salt mediated 1,4-reduction of α,β-unsaturated ketones using hydrosilanes
journal, January 1997
- Mori, Atsunori; Fujita, Akinori
- Chemical Communications, Issue 22
Synthesis of a terminal zinc hydride compound, [ ]ZnH, from a hydroxide derivative, [ ]ZnOH: Interconversions with the fluoride complex, [ ]ZnF
journal, January 2016
- Rauch, Michael; Rong, Yi; Sattler, Wesley
- Polyhedron, Vol. 103
Concerted C−N and C−H Bond Formation in a Magnesium-Catalyzed Hydroamination
journal, December 2010
- Dunne, James F.; Fulton, D. Bruce; Ellern, Arkady
- Journal of the American Chemical Society, Vol. 132, Issue 50
Highly selective extraction of Cu(II) and Zn(II) using [B(3-iPrpz)4]− (iPrpz=isopropylpyrazolyl)
journal, January 2004
- Kitano, Tsuyoshi; Sohrin, Yoshiki; Hata, Yasuo
- Polyhedron, Vol. 23, Issue 2-3
Direct synthesis of Stryker’s reagent from a Cu(II) salt
journal, March 2005
- Lee, Dong-won; Yun, Jaesook
- Tetrahedron Letters, Vol. 46, Issue 12
A Cationic Zinc Hydride Cluster Stabilized by an N-Heterocyclic Carbene: Synthesis, Reactivity, and Hydrosilylation Catalysis
journal, September 2014
- Rit, Arnab; Zanardi, Alessandro; Spaniol, Thomas P.
- Angewandte Chemie International Edition, Vol. 53, Issue 48
Structural variation in copper( i ) complexes with pyridylmethylamide ligands: structural analysis with a new four-coordinate geometry index, τ 4
journal, January 2007
- Yang, Lei; Powell, Douglas R.; Houser, Robert P.
- Dalton Trans., Issue 9
Paramagnetic Alkyl, Hydride, and Alkene Complexes of the Tp t -Bu,Me Co Moiety
journal, February 1999
- Jewson, Jennifer D.; Liable-Sands, Louise M.; Yap, Glenn P. A.
- Organometallics, Vol. 18, Issue 3
Simplified, “one-pot” procedure for the synthesis of [(Ph3P)CUH]6, a stable copper hydride for conjugate reductions
journal, January 1988
- Brestensky, Donna M.; Huseland, Dave E.; McGettigan, Colleen
- Tetrahedron Letters, Vol. 29, Issue 31
The determination of paramagnetic susceptibility by NMR: A physical chemistry experiment
journal, March 1969
- Deutsch, J. L.; Poling, Stephen M.
- Journal of Chemical Education, Vol. 46, Issue 3
Zinc Catalysts for On-Demand Hydrogen Generation and Carbon Dioxide Functionalization
journal, October 2012
- Sattler, Wesley; Parkin, Gerard
- Journal of the American Chemical Society, Vol. 134, Issue 42
An expedient preparation of Stryker's reagent
journal, January 2003
- Chiu, Pauline; Li, Zhengning; Fung, Kelvin C. M.
- Tetrahedron Letters, Vol. 44, Issue 3
Synthesis, Radical Reactivity, and Thermochemistry of Monomeric Cu(II) Alkoxide Complexes Relevant to Cu/Radical Alcohol Oxidation Catalysis
journal, May 2016
- Porter, Thomas R.; Capitao, Dany; Kaminsky, Werner
- Inorganic Chemistry, Vol. 55, Issue 11
EasySpin, a comprehensive software package for spectral simulation and analysis in EPR
journal, January 2006
- Stoll, Stefan; Schweiger, Arthur
- Journal of Magnetic Resonance, Vol. 178, Issue 1, p. 42-55
Copper(I) Carbonyl Complex of a Trifluoromethylated Tris(pyrazolyl)borate Ligand
journal, October 1995
- Dias, H. V. Rasika; Lu, Hui-Ling
- Inorganic Chemistry, Vol. 34, Issue 21
Oxidations by copper metalloenzymes and some biomimetic approaches
journal, March 1998
- Fontecave, Marc; Pierre, Jean-Louis
- Coordination Chemistry Reviews, Vol. 170, Issue 1
Recent advances in poly(pyrazolyl)borate (scorpionate) chemistry
journal, May 1993
- Trofimenko, S.
- Chemical Reviews, Vol. 93, Issue 3
Intramolecular C−H Activation by Inferred Terminal Cobalt Imido Intermediates
journal, April 2003
- Thyagarajan, Sunita; Shay, Daniel T.; Incarvito, Christopher D.
- Journal of the American Chemical Society, Vol. 125, Issue 15
Group IB metal chemistry. Part I. Preparation and reactions of the carbonyl(hydrotripyrazol-1-ylborato)copper(I) complex
journal, January 1973
- Bruce, Michael I.; Ostazewski, Andrew P. P.
- Journal of the Chemical Society, Dalton Transactions, Issue 22
Synthesis, structural studies and solubility properties of zinc(II), nickel(II) and copper(II) complexes of bulky tris(triazolyl)borate ligands
journal, June 2010
- Bongiovanni, Jessica L.; Rowe, Brittany W.; Fadden, Patrick T.
- Inorganica Chimica Acta, Vol. 363, Issue 10
A new model for dioxygen binding in hemocyanin. Synthesis, characterization, and molecular structure of the .mu.-.eta.2:.eta.2 peroxo dinuclear copper(II) complexes, [Cu(HB(3,5-R2pz)3)]2(O2) (R = isopropyl and Ph)
journal, February 1992
- Kitajima, Nobumasa; Fujisawa, Kiyoshi; Fujimoto, Chisato
- Journal of the American Chemical Society, Vol. 114, Issue 4
Conversion of a Zinc Disilazide to a Zinc Hydride Mediated by LiCl
journal, June 2010
- Mukherjee, Debabrata; Ellern, Arkady; Sadow, Aaron D.
- Journal of the American Chemical Society, Vol. 132, Issue 22