Characterization of Reactive Organometallic Species via MicroED
Abstract
Here we apply microcrystal electron diffraction (MicroED) to the structural determination of transition-metal complexes. We find that the simultaneous use of 300 keV electrons, very low electron doses, and an ultrasensitive camera allows for the collection of data without cryogenic cooling of the stage. This technique reveals the first crystal structures of the classic zirconocene hydride, colloquially known as “Schwartz’s reagent”, a novel Pd(II) complex not amenable to solution-state NMR or X-ray crystallography, and five other paramagnetic and diamagnetic transition-metal complexes.
- Authors:
-
;
[1];
- Department of Chemistry, University of California, Riverside, California 92521, United States
- Publication Date:
- Research Org.:
- Univ. of California, Los Angeles, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC)
- OSTI Identifier:
- 1560723
- Alternate Identifier(s):
- OSTI ID: 1609011
- Grant/Contract Number:
- FC02-02ER63421
- Resource Type:
- Published Article
- Journal Name:
- ACS Central Science
- Additional Journal Information:
- Journal Name: ACS Central Science Journal Volume: 5 Journal Issue: 9; Journal ID: ISSN 2374-7943
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; Chemistry; Anions; Electron diffraction; Crystal structure; Physical and chemical processes; Molecular structure
Citation Formats
Jones, Christopher G., Asay, Matthew, Kim, Lee Joon, Kleinsasser, Jack F., Saha, Ambarneil, Fulton, Tyler J., Berkley, Kevin R., Cascio, Duilio, Malyutin, Andrey G., Conley, Matthew P., Stoltz, Brian M., Lavallo, Vincent, Rodríguez, José A., and Nelson, Hosea M. Characterization of Reactive Organometallic Species via MicroED. United States: N. p., 2019.
Web. doi:10.1021/acscentsci.9b00403.
Jones, Christopher G., Asay, Matthew, Kim, Lee Joon, Kleinsasser, Jack F., Saha, Ambarneil, Fulton, Tyler J., Berkley, Kevin R., Cascio, Duilio, Malyutin, Andrey G., Conley, Matthew P., Stoltz, Brian M., Lavallo, Vincent, Rodríguez, José A., & Nelson, Hosea M. Characterization of Reactive Organometallic Species via MicroED. United States. https://doi.org/10.1021/acscentsci.9b00403
Jones, Christopher G., Asay, Matthew, Kim, Lee Joon, Kleinsasser, Jack F., Saha, Ambarneil, Fulton, Tyler J., Berkley, Kevin R., Cascio, Duilio, Malyutin, Andrey G., Conley, Matthew P., Stoltz, Brian M., Lavallo, Vincent, Rodríguez, José A., and Nelson, Hosea M. Fri .
"Characterization of Reactive Organometallic Species via MicroED". United States. https://doi.org/10.1021/acscentsci.9b00403.
@article{osti_1560723,
title = {Characterization of Reactive Organometallic Species via MicroED},
author = {Jones, Christopher G. and Asay, Matthew and Kim, Lee Joon and Kleinsasser, Jack F. and Saha, Ambarneil and Fulton, Tyler J. and Berkley, Kevin R. and Cascio, Duilio and Malyutin, Andrey G. and Conley, Matthew P. and Stoltz, Brian M. and Lavallo, Vincent and Rodríguez, José A. and Nelson, Hosea M.},
abstractNote = {Here we apply microcrystal electron diffraction (MicroED) to the structural determination of transition-metal complexes. We find that the simultaneous use of 300 keV electrons, very low electron doses, and an ultrasensitive camera allows for the collection of data without cryogenic cooling of the stage. This technique reveals the first crystal structures of the classic zirconocene hydride, colloquially known as “Schwartz’s reagent”, a novel Pd(II) complex not amenable to solution-state NMR or X-ray crystallography, and five other paramagnetic and diamagnetic transition-metal complexes.},
doi = {10.1021/acscentsci.9b00403},
journal = {ACS Central Science},
number = 9,
volume = 5,
place = {United States},
year = {Fri Sep 06 00:00:00 EDT 2019},
month = {Fri Sep 06 00:00:00 EDT 2019}
}
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https://doi.org/10.1021/acscentsci.9b00403
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Cited by: 28 works
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Works referenced in this record:
Phosphinic Acid Based Linkers: Building Blocks in Metal-Organic Framework Chemistry
journal, March 2018
- Hynek, Jan; Brázda, Petr; Rohlíček, Jan
- Angewandte Chemie, Vol. 130, Issue 18
Boron Neutron Capture Therapy - A Literature Review
journal, January 2016
- Nedunchezhian, Kavitaa
- JOURNAL OF CLINICAL AND DIAGNOSTIC RESEARCH
Fast electron diffraction tomography
journal, April 2015
- Gemmi, Mauro; La Placa, Maria G. I.; Galanis, Athanassios S.
- Journal of Applied Crystallography, Vol. 48, Issue 3
Ir II (ethene): Metal or Carbon Radical?
journal, February 2005
- Hetterscheid, Dennis G. H.; Kaiser, Jasper; Reijerse, Eduard
- Journal of the American Chemical Society, Vol. 127, Issue 6
Transesterification catalyzed by iron(III) β-diketonate species
journal, March 2011
- Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang
- Tetrahedron, Vol. 67, Issue 9
Elucidating Gating Effects for Hydrogen Sorption in MFU-4-Type Triazolate-Based Metal-Organic Frameworks Featuring Different Pore Sizes
journal, January 2011
- Denysenko, Dmytro; Grzywa, Maciej; Tonigold, Markus
- Chemistry - A European Journal, Vol. 17, Issue 6
Hydrido complexes of zirconium I. Preparation
journal, September 1970
- Wailes, P. C.; Weigold, H.
- Journal of Organometallic Chemistry, Vol. 24, Issue 2
Unusual Allylpalladium Carboxylate Complexes: Identification of the Resting State of Catalytic Enantioselective Decarboxylative Allylic Alkylation Reactions of Ketones
journal, September 2009
- Sherden, Nathaniel H.; Behenna, Douglas C.; Virgil, Scott C.
- Angewandte Chemie International Edition, Vol. 48, Issue 37
Single-crystal analysis of nanodomains by electron diffraction tomography: mineralogy at the order-disorder borderline
journal, March 2018
- Mugnaioli, Enrico; Gemmi, Mauro
- Zeitschrift für Kristallographie - Crystalline Materials, Vol. 233, Issue 3-4
Structure refinement from precession electron diffraction data
journal, February 2013
- Palatinus, Lukáš; Jacob, Damien; Cuvillier, Priscille
- Acta Crystallographica Section A Foundations of Crystallography, Vol. 69, Issue 2
The CryoEM Method MicroED as a Powerful Tool for Small Molecule Structure Determination
journal, November 2018
- Jones, Christopher G.; Martynowycz, Michael W.; Hattne, Johan
- ACS Central Science, Vol. 4, Issue 11
Hydrozirconation: A New Transition Metal Reagent for Organic Synthesis
journal, June 1976
- Schwartz, Jeffrey; Labinger, Jay A.
- Angewandte Chemie International Edition in English, Vol. 15, Issue 6
Ethylene Oligomerization and Polymerization by Palladium(II) Methyl Complexes Supported by Phosphines Bearing a Perchlorinated 10-Vertex closo -Carborane Anion Substituent
journal, December 2018
- Kleinsasser, Jack F.; Reinhart, Erik D.; Estrada, Jess
- Organometallics, Vol. 37, Issue 24
Ab initio structure determination of nanocrystals of organic pharmaceutical compounds by electron diffraction at room temperature using a Timepix quantum area direct electron detector
journal, February 2016
- van Genderen, E.; Clabbers, M. T. B.; Das, P. P.
- Acta Crystallographica Section A Foundations and Advances, Vol. 72, Issue 2
The crystal and molecular structure of a new polymorph of carbonylhydridotris(triphenylphosphine)rhodium(I) having a Rh-H stretching absorption at 2013 cm?1
journal, December 1993
- Babra, I. S.; Morley, L. S.; Nyburg, S. C.
- Journal of Crystallographic and Spectroscopic Research, Vol. 23, Issue 12
Structure refinement using precession electron diffraction tomography and dynamical diffraction: theory and implementation
journal, February 2015
- Palatinus, Lukáš; Petříček, Václav; Corrêa, Cinthia Antunes
- Acta Crystallographica Section A Foundations and Advances, Vol. 71, Issue 2
Crystal Structures of Two Important Pharmaceuticals Solved by 3D Precession Electron Diffraction Tomography
journal, September 2018
- Das, Partha P.; Mugnaioli, Enrico; Nicolopoulos, Stavros
- Organic Process Research & Development, Vol. 22, Issue 10
Hydrozirconation. Organic synthesis via organozirconium intermediates. Synthesis and rearrangement of alkylzirconium(IV) complexes and their reaction with electrophiles
journal, December 1974
- Hart, Donald W.; Schwartz, Jeffrey
- Journal of the American Chemical Society, Vol. 96, Issue 26
“Ab initio” structure solution from electron diffraction data obtained by a combination of automated diffraction tomography and precession technique
journal, May 2009
- Mugnaioli, E.; Gorelik, T.; Kolb, U.
- Ultramicroscopy, Vol. 109, Issue 6
Reactivity of a Pd(I)−Pd(I) Dimer with O 2 : Monohapto Pd Superoxide and Dipalladium Peroxide in Equilibrium
journal, March 2011
- Huacuja, Rafael; Graham, Daniel J.; Fafard, Claudia M.
- Journal of the American Chemical Society, Vol. 133, Issue 11
Recent Developments and Synthetic Applications of Nucleophilic Zirconocene Complexes from Schwartz's Reagent: Recent Developments and Synthetic Applications of Nucleophilic Zirconocene Complexes from Schwartz's Reagent
journal, August 2018
- Pinheiro, Danielle L. J.; de Castro, Pedro P.; Amarante, Giovanni W.
- European Journal of Organic Chemistry, Vol. 2018, Issue 35
Methyl–hydride metathesis between [Zr(cp)2Me2] and [HAl(μ3-NBut)]4: molecular structures of [Me1−xHxAl(μ 3-NBut)]4 (x = 0, 0.78 or 1) and [(cp)2ZrMe(μ-H)]2 (cp = η5-C5H5)
journal, January 1997
- Harlan, C. Jeff; Bott, Simon G.; Barron, Andrew R.
- Journal of the Chemical Society, Dalton Transactions, Issue 4
Electron atomic scattering factors and scattering potentials of crystals
journal, December 1999
- Peng, L. -M.
- Micron, Vol. 30, Issue 6
Towards automated diffraction tomography: Part I—Data acquisition
journal, June 2007
- Kolb, U.; Gorelik, T.; Kübel, C.
- Ultramicroscopy, Vol. 107, Issue 6-7
Automated Diffraction Tomography for the Structure Elucidation of Twinned, Sub-micrometer Crystals of a Highly Porous, Catalytically Active Bismuth Metal-Organic Framework
journal, September 2012
- Feyand, Mark; Mugnaioli, Enrico; Vermoortele, Frederik
- Angewandte Chemie International Edition, Vol. 51, Issue 41
Hydrozirconation of C=X Functionalities with Schwartz's Reagent: Hydrozirconation of C=X Functionalities with Schwartz's Reagent
journal, January 2018
- Więcław, Michał M.; Stecko, Sebastian
- European Journal of Organic Chemistry, Vol. 2018, Issue 47
ECS-3: A Crystalline Hybrid Organic-Inorganic Aluminosilicate with Open Porosity
journal, November 2011
- Bellussi, Giuseppe; Montanari, Erica; Di Paola, Eleonora
- Angewandte Chemie International Edition, Vol. 51, Issue 3
Solid-State Chlorine NMR of Group IV Transition Metal Organometallic Complexes
journal, March 2009
- Rossini, Aaron J.; Mills, Ryan W.; Briscoe, Graham A.
- Journal of the American Chemical Society, Vol. 131, Issue 9
Structure refinement using precession electron diffraction tomography and dynamical diffraction: tests on experimental data
journal, November 2015
- Palatinus, Lukáš; Corrêa, Cinthia Antunes; Steciuk, Gwladys
- Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials, Vol. 71, Issue 6
Formation of metallo hydride, formyl, and alkyl complexes of Rh(TMTAA)
journal, January 1987
- Van Voorhees, Seth L.; Wayland, Bradford B.
- Organometallics, Vol. 6, Issue 1
Ab-initio crystal structure analysis and refinement approaches of oligo p -benzamides based on electron diffraction data
journal, February 2012
- Gorelik, Tatiana E.; van de Streek, Jacco; Kilbinger, Andreas F. M.
- Acta Crystallographica Section B Structural Science, Vol. 68, Issue 2
Addition of Ammonia, Water, and Dihydrogen Across a Single Pd−Pd Bond
journal, August 2007
- Fafard, Claudia M.; Adhikari, Debashis; Foxman, Bruce M.
- Journal of the American Chemical Society, Vol. 129, Issue 34
Heteropolymetallic complexes of 1,1?-bis(diphenylphosphino) ferrocene (dppf). II. Crystal structure of dppf and NiCl2(dppf)
journal, October 1988
- Casellato, U.; Aj�, D.; Valle, G.
- Journal of Crystallographic and Spectroscopic Research, Vol. 18, Issue 5
Crystalline Curcumin bioMOF Obtained by Precipitation in Supercritical CO 2 and Structural Determination by Electron Diffraction Tomography
journal, July 2018
- Portolés-Gil, Nuria; Lanza, Arianna; Aliaga-Alcalde, Núria
- ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 9
A Porous Cobalt Tetraphosphonate Metal-Organic Framework: Accurate Structure and Guest Molecule Location Determined by Continuous-Rotation Electron Diffraction
journal, October 2018
- Wang, Bin; Rhauderwiek, Timo; Inge, A. Ken
- Chemistry - A European Journal, Vol. 24, Issue 66
[Ti 8 Zr 2 O 12 (COO) 16 ] Cluster: An Ideal Inorganic Building Unit for Photoactive Metal–Organic Frameworks
journal, November 2017
- Yuan, Shuai; Qin, Jun-Sheng; Xu, Hai-Qun
- ACS Central Science, Vol. 4, Issue 1
Hydrides of bis(cyclopentadienyl)zirconium
journal, January 1969
- Kautzner, B.; Wailes, P. C.; Weigold, H.
- Journal of the Chemical Society D: Chemical Communications, Issue 19
Crystal and molecular structure of tritriphenylphosphine rhodium carbonyl hydride
journal, May 1965
- La Placa, S. J.; Ibers, J. A.
- Acta Crystallographica, Vol. 18, Issue 3
Hydrogen positions in single nanocrystals revealed by electron diffraction
journal, January 2017
- Palatinus, L.; Brázda, P.; Boullay, P.
- Science, Vol. 355, Issue 6321
A refinement of the crystal structure of ferric acetylacetonate
journal, August 1967
- Iball, J.; Morgan, C. H.
- Acta Crystallographica, Vol. 23, Issue 2
Tuning the Steric Properties of a Metathesis Catalyst for Copolymerization of Norbornene and Cyclooctene toward Complete Alternation
journal, June 2010
- Torker, Sebastian; Müller, Andre; Sigrist, Raphael
- Organometallics, Vol. 29, Issue 12