The Influence of C(sp3)H–Selenium Interactions on the 77Se NMR Quantification of the π-Accepting Properties of Carbenes
Abstract
Abstract Selenium NMR has become a standard tool for scaling the π‐accepting character of carbenes. Herein, we highlight that non‐classical hydrogen bonding (NCHB), likely resulting from hyperconjugation, can play a significant role in the carbene–selenium 77 Se NMR chemical shift, thus triggering a non‐linear behavior of the Se‐Scale.
- Authors:
-
[1];
[2];
[1];
[3];
[1]
- Univ. of California, San Diego, CA (United States)
- Univ. of California, San Diego, CA (United States); Adam Mickiewicz Univ., Poznan (Poland)
- Adam Mickiewicz Univ., Poznan (Poland)
- Publication Date:
- Research Org.:
- Univ. of California, San Diego, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1773883
- Alternate Identifier(s):
- OSTI ID: 1786042
- Grant/Contract Number:
- SC0009376
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Angewandte Chemie (International Edition)
- Additional Journal Information:
- Journal Name: Angewandte Chemie (International Edition); Journal Volume: 59; Journal Issue: 49; Journal ID: ISSN 1433-7851
- Publisher:
- Wiley
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Junor, Glen P., Lorkowski, Jan, Weinstein, Cory M., Jazzar, Rodolphe, Pietraszuk, Cezary, and Bertrand, Guy. The Influence of C(sp3)H–Selenium Interactions on the 77Se NMR Quantification of the π-Accepting Properties of Carbenes. United States: N. p., 2020.
Web. doi:10.1002/anie.202010744.
Junor, Glen P., Lorkowski, Jan, Weinstein, Cory M., Jazzar, Rodolphe, Pietraszuk, Cezary, & Bertrand, Guy. The Influence of C(sp3)H–Selenium Interactions on the 77Se NMR Quantification of the π-Accepting Properties of Carbenes. United States. https://doi.org/10.1002/anie.202010744
Junor, Glen P., Lorkowski, Jan, Weinstein, Cory M., Jazzar, Rodolphe, Pietraszuk, Cezary, and Bertrand, Guy. Fri .
"The Influence of C(sp3)H–Selenium Interactions on the 77Se NMR Quantification of the π-Accepting Properties of Carbenes". United States. https://doi.org/10.1002/anie.202010744. https://www.osti.gov/servlets/purl/1773883.
@article{osti_1773883,
title = {The Influence of C(sp3)H–Selenium Interactions on the 77Se NMR Quantification of the π-Accepting Properties of Carbenes},
author = {Junor, Glen P. and Lorkowski, Jan and Weinstein, Cory M. and Jazzar, Rodolphe and Pietraszuk, Cezary and Bertrand, Guy},
abstractNote = {Abstract Selenium NMR has become a standard tool for scaling the π‐accepting character of carbenes. Herein, we highlight that non‐classical hydrogen bonding (NCHB), likely resulting from hyperconjugation, can play a significant role in the carbene–selenium 77 Se NMR chemical shift, thus triggering a non‐linear behavior of the Se‐Scale.},
doi = {10.1002/anie.202010744},
journal = {Angewandte Chemie (International Edition)},
number = 49,
volume = 59,
place = {United States},
year = {Fri Aug 21 00:00:00 EDT 2020},
month = {Fri Aug 21 00:00:00 EDT 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:
Bis(diisopropylamino)carbene
journal, June 1996
- Alder, Roger W.; Allen, Paul R.; Murray, Martin
- Angewandte Chemie International Edition in English, Vol. 35, Issue 10
Purine-substituted imidazolium mesomeric betaines and their tautomeric N-heterocyclic carbenes. Formation of a cyclic borane adduct
journal, January 2018
- Zhang, Jiaxi; Hübner, Eike G.; Namyslo, Jan C.
- Organic & Biomolecular Chemistry, Vol. 16, Issue 36
New Stable and Persistent Acyclic Diaminocarbenes
journal, August 2015
- Schulz, Tim; Weismann, Daniel; Wallbaum, Lars
- Chemistry – A European Journal, Vol. 21, Issue 40
Beyond catalysis: N-heterocyclic carbene complexes as components for medicinal, luminescent, and functional materials applications
journal, January 2010
- Mercs, Laszlo; Albrecht, Martin
- Chemical Society Reviews, Vol. 39, Issue 6
A stable crystalline carbene
journal, January 1991
- Arduengo, Anthony J.; Harlow, Richard L.; Kline, Michael
- Journal of the American Chemical Society, Vol. 113, Issue 1
Computed Ligand Electronic Parameters from Quantum Chemistry and Their Relation to Tolman Parameters, Lever Parameters, and Hammett Constants
journal, November 2001
- Perrin, Lionel; Clot, Eric; Eisenstein, Odile
- Inorganic Chemistry, Vol. 40, Issue 23
Determining the Ligand Properties of N-Heterocyclic Carbenes from 77 Se NMR Parameters : Ligand Properties of N-Heterocyclic Carbenes
journal, April 2015
- Verlinden, Kathrin; Buhl, Hannes; Frank, Walter
- European Journal of Inorganic Chemistry, Vol. 2015, Issue 14
CH⋅⋅⋅O Hydrogen Bonding Influences π-Facial Stereoselective Epoxidations
journal, December 2001
- Washington, Ilyas; Houk, K. N.
- Angewandte Chemie, Vol. 113, Issue 23
Cyclic (Aryl)(Amido)Carbenes: NHCs with Triplet‐like Reactivity
journal, November 2019
- Sultane, Prakash R.; Ahumada, Guillermo; Janssen‐Müller, Daniel
- Angewandte Chemie International Edition, Vol. 58, Issue 45
Cyclische Alkylaminocarbene (CAACs): Neues von guten Bekannten
journal, June 2017
- Melaimi, Mohand; Jazzar, Rodolphe; Soleilhavoup, Michèle
- Angewandte Chemie, Vol. 129, Issue 34
Privileged chiral N-heterocyclic carbene ligands for asymmetric transition-metal catalysis
journal, January 2017
- Janssen-Müller, Daniel; Schlepphorst, Christoph; Glorius, Frank
- Chemical Society Reviews, Vol. 46, Issue 16
Cyclic Alkyl(amino) Carbene Stabilized Complexes with Low Coordinate Metals of Enduring Nature
journal, February 2016
- Roy, Sudipta; Mondal, Kartik Chandra; Roesky, Herbert W.
- Accounts of Chemical Research, Vol. 49, Issue 3
Hyperconjugation
journal, July 2018
- Alabugin, Igor V.; dos Passos Gomes, Gabriel; Abdo, Miguel A.
- WIREs Computational Molecular Science, Vol. 9, Issue 2
N -Heterocyclic Carbenes in Materials Chemistry
journal, April 2019
- Smith, Christene A.; Narouz, Mina R.; Lummis, Paul A.
- Chemical Reviews, Vol. 119, Issue 8
Analogous .alpha.,.alpha.'-bis-carbenoid, triply bonded species: synthesis of a stable .lambda.3-phosphino carbene-.lambda.5-phosphaacetylene
journal, September 1988
- Igau, Alain.; Grutzmacher, Hansjorg.; Baceiredo, Antoine.
- Journal of the American Chemical Society, Vol. 110, Issue 19
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs)
journal, April 2007
- Jazzar, Rodolphe; Dewhurst, Rian D.; Bourg, Jean-Baptiste
- Angewandte Chemie International Edition, Vol. 46, Issue 16
Synthesis of a Simplified Version of Stable Bulky and Rigid Cyclic (Alkyl)(amino)carbenes, and Catalytic Activity of the Ensuing Gold(I) Complex in the Three-Component Preparation of 1,2-Dihydroquinoline Derivatives
journal, June 2009
- Zeng, Xiaoming; Frey, Guido D.; Kinjo, Rei
- Journal of the American Chemical Society, Vol. 131, Issue 24
Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference
journal, September 2005
- Lavallo, Vincent; Canac, Yves; Präsang, Carsten
- Angewandte Chemie International Edition, Vol. 44, Issue 35, p. 5705-5709
31 P NMR Chemical Shifts of Carbene-Phosphinidene Adducts as an Indicator of the π-Accepting Properties of Carbenes
journal, February 2013
- Back, Olivier; Henry-Ellinger, Martin; Martin, Caleb D.
- Angewandte Chemie, Vol. 125, Issue 10
Electrochemical parametrization of metal complex redox potentials, using the ruthenium(III)/ruthenium(II) couple to generate a ligand electrochemical series
journal, March 1990
- Lever, A. B. P.
- Inorganic Chemistry, Vol. 29, Issue 6, p. 1271-1285
C–H⋯O non-classical hydrogen bonding in the stereomechanics of organic transformations: theory and recognition
journal, January 2013
- Johnston, Ryne C.; Cheong, Paul Ha-Yeon
- Organic & Biomolecular Chemistry, Vol. 11, Issue 31
A Combined Experimental and Theoretical Study Examining the Binding of N -Heterocyclic Carbenes (NHC) to the Cp*RuCl (Cp* = η 5 -C 5 Me 5 ) Moiety: Insight into Stereoelectronic Differences between Unsaturated and Saturated NHC Ligands
journal, October 2003
- Hillier, Anna C.; Sommer, William J.; Yong, Ben S.
- Organometallics, Vol. 22, Issue 21
Ruthenium-Based Olefin Metathesis Catalysts Bearing N -Heterocyclic Carbene Ligands
journal, August 2009
- Samojłowicz, Cezary; Bieniek, Michał; Grela, Karol
- Chemical Reviews, Vol. 109, Issue 8
Cobaltocenylidene: A Mesoionic Metalloceno Carbene, Stabilized in a Gold(III) Complex
journal, February 2018
- Vanicek, Stefan; Podewitz, Maren; Hassenrück, Christopher
- Chemistry - A European Journal, Vol. 24, Issue 13
Hydrogen bonding at C=Se acceptors in selenoureas, selenoamides and selones
journal, May 2016
- Bibelayi, Dikima; Lundemba, Albert S.; Allen, Frank H.
- Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials, Vol. 72, Issue 3
A new synthetic method for the preparation of protonated-NHCs and related compounds
journal, July 2006
- Jazzar, Rodolphe; Liang, Hongze; Donnadieu, Bruno
- Journal of Organometallic Chemistry, Vol. 691, Issue 14
Ungewöhnliche C−H⋅⋅⋅Se=C-Wechselwirkungen in Aldolprodukten chiralerN-Acylselone, beobachtet durch gradientenselektierte1H-77Se-HMQC-NMR-Spektroskopie und Kristallstrukturanalyse
journal, September 2000
- Michalczyk, Ryszard; Schmidt, Jürgen G.; Moody, Eddie
- Angewandte Chemie, Vol. 112, Issue 17
Cyclic (Alkyl)(amino)carbenes (CAACs): Recent Developments
journal, June 2017
- Melaimi, Mohand; Jazzar, Rodolphe; Soleilhavoup, Michèle
- Angewandte Chemie International Edition, Vol. 56, Issue 34
An overview of N-heterocyclic carbenes
journal, June 2014
- Hopkinson, Matthew N.; Richter, Christian; Schedler, Michael
- Nature, Vol. 510, Issue 7506, p. 485-496
Electronic Properties of N-Heterocyclic Carbenes and Their Experimental Determination
journal, March 2018
- Huynh, Han Vinh
- Chemical Reviews, Vol. 118, Issue 19
Mesoionic and Related Less Heteroatom-Stabilized N-Heterocyclic Carbene Complexes: Synthesis, Catalysis, and Other Applications
journal, March 2018
- Vivancos, Ángela; Segarra, Candela; Albrecht, Martin
- Chemical Reviews, Vol. 118, Issue 19
31 P NMR Chemical Shifts of Carbene-Phosphinidene Adducts as an Indicator of the π-Accepting Properties of Carbenes
journal, January 2013
- Back, Olivier; Henry-Ellinger, Martin; Martin, Caleb D.
- Angewandte Chemie International Edition, Vol. 52, Issue 10
Cyclic (Aryl)(Amido)Carbenes: NHCs with Triplet‐like Reactivity
journal, September 2019
- Sultane, Prakash R.; Ahumada, Guillermo; Janssen‐Müller, Daniel
- Angewandte Chemie, Vol. 131, Issue 45
Stable Cyclic (Alkyl)(Amino)Carbenes as Rigid or Flexible, Bulky, Electron-Rich Ligands for Transition-Metal Catalysts: A Quaternary Carbon Atom Makes the Difference
journal, September 2005
- Lavallo, Vincent; Canac, Yves; Präsang, Carsten
- Angewandte Chemie, Vol. 117, Issue 35
The Medicinal Applications of Imidazolium Carbene−Metal Complexes
journal, August 2009
- Hindi, Khadijah M.; Panzner, Matthew J.; Tessier, Claire A.
- Chemical Reviews, Vol. 109, Issue 8
Intermolecular interactions from a natural bond orbital, donor-acceptor viewpoint
journal, September 1988
- Reed, Alan E.; Curtiss, Larry A.; Weinhold, Frank
- Chemical Reviews, Vol. 88, Issue 6
Unusual C−H⋅⋅⋅Se=C Interactions in Aldols of ChiralN-Acyl Selones Detected by Gradient-Selected1H–77Se HMQC NMR Spectroscopy and X-ray Crystallography
journal, September 2000
- Michalczyk, Ryszard; Schmidt, Jürgen G.; Moody, Eddie
- Angewandte Chemie, Vol. 39, Issue 17
[Bis(diisopropylamino)phosphino]trimethylsilyl-carben: Ein stabiles nucleophiles Carben
journal, May 1989
- Igau, Alain; Baceiredo, Antoine; Trinquier, Georges
- Angewandte Chemie, Vol. 101, Issue 5
What Wanzlick Did Not Dare To Dream: Cyclic (Alkyl)(amino)carbenes (cAACs) as New Key Players in Transition-Metal Chemistry: What Wanzlick Did Not Dare To Dream: Cyclic (Alkyl)(amino)carbenes (cAACs) as New Key Players in Transition-Metal Chemistry
journal, July 2017
- Paul, Ursula S. D.; Radius, Udo
- European Journal of Inorganic Chemistry, Vol. 2017, Issue 28
N-heterocyclic carbene metal complexes: photoluminescence and applications
journal, January 2014
- Visbal, Renso; Gimeno, M. Concepción
- Chem. Soc. Rev., Vol. 43, Issue 10
Intramolecular “Hydroiminiumation and -amidiniumation” of Alkenes: A Convenient, Flexible, and Scalable Route to Cyclic Iminium and Imidazolinium Salts
journal, April 2007
- Jazzar, Rodolphe; Bourg, Jean-Baptiste; Dewhurst, Rian D.
- The Journal of Organic Chemistry, Vol. 72, Issue 9
Carbene Ligands in Surface Chemistry: From Stabilization of Discrete Elemental Allotropes to Modification of Nanoscale and Bulk Substrates
journal, September 2015
- Zhukhovitskiy, Aleksandr V.; MacLeod, Michelle J.; Johnson, Jeremiah A.
- Chemical Reviews, Vol. 115, Issue 20
Chronology of CH···O Hydrogen Bonding from Molecular Dynamics Studies of the Phosphoric Acid-Catalyzed Allylboration of Benzaldehyde
journal, June 2017
- Grayson, Matthew N.; Yang, Zhongyue; Houk, K. N.
- Journal of the American Chemical Society, Vol. 139, Issue 23
Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes
journal, May 2015
- Flanigan, Darrin M.; Romanov-Michailidis, Fedor; White, Nicholas A.
- Chemical Reviews, Vol. 115, Issue 17
Mono- and Diaminocarbenes from Chloroiminium and -amidinium Salts: Synthesis of Metal-Free Bis(dimethylamino)carbene
journal, February 2004
- Otto, Michael; Conejero, Salvador; Canac, Yves
- Journal of the American Chemical Society, Vol. 126, Issue 4
Quantifying and understanding the electronic properties of N-heterocyclic carbenes
journal, January 2013
- Nelson, David J.; Nolan, Steven P.
- Chemical Society Reviews, Vol. 42, Issue 16
Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis
journal, June 1977
- Tolman, Chadwick A.
- Chemical Reviews, Vol. 77, Issue 3, p. 313-348
Revealing Noncovalent Interactions
journal, May 2010
- Johnson, Erin R.; Keinan, Shahar; Mori-Sánchez, Paula
- Journal of the American Chemical Society, Vol. 132, Issue 18
What can NMR spectroscopy of selenoureas and phosphinidenes teach us about the π-accepting abilities of N-heterocyclic carbenes?
journal, January 2015
- Vummaleti, Sai V. C.; Nelson, David J.; Poater, Albert
- Chemical Science, Vol. 6, Issue 3
Evaluation of the σ-Donating and π-Accepting Properties of N-Heterocyclic Boryl Anions
journal, November 2019
- Romeo, Lorenzo J.; Kaur, Aishvaryadeep; Wilson, David J. D.
- Inorganic Chemistry, Vol. 58, Issue 24
Recent progress on donor and donor–donor carbenes
journal, January 2020
- Zhu, Dong; Chen, Lianfen; Fan, Hanlin
- Chemical Society Reviews, Vol. 49, Issue 3
Betaine-N-Heterocyclic Carbene Interconversions of Quinazolin-4-One Imidazolium Mesomeric Betaines. Sulfur, Selenium, and Borane Adduct Formation: Betaine-N-Heterocyclic Carbene Interconversions of Quinazolin-4-One Imidazolium Mesomeric Betaines. Sulfur, Selenium, and Borane Adduct Formation
journal, January 2020
- Deev, Sergey; Batsyts, Sviatoslav; Sheina, Ekaterina
- European Journal of Organic Chemistry, Vol. 2020, Issue 4
CH⋅⋅⋅O Hydrogen Bonding Influences π-Facial Stereoselective Epoxidations We are grateful to the National Institute of General Medical Sciences, National Institutes of Health (GM-36700) for financial support of this research and the National Computational Science Alliance (Illinois) for computer time and support.
journal, December 2001
- Washington, Ilyas; Houk, K. N.
- Angewandte Chemie International Edition, Vol. 40, Issue 23
1 H -1,2,3-Triazol-5-ylidenes: Readily Available Mesoionic Carbenes
journal, November 2018
- Guisado-Barrios, Gregorio; Soleilhavoup, Michèle; Bertrand, Guy
- Accounts of Chemical Research, Vol. 51, Issue 12
First-Principles Interpretation of Ligand Electrochemical (EL(L)) Parameters. Factorization of the .sigma. and .pi. Donor and .pi. Acceptor Capabilities of Ligands
journal, July 1995
- Fielder, Scott S.; Osborne, Mark C.; Lever, A. B. P.
- Journal of the American Chemical Society, Vol. 117, Issue 26
Pushing Electrons—Which Carbene Ligand for Which Application?
journal, January 2018
- Munz, Dominik
- Organometallics, Vol. 37, Issue 3
[Bis(diisopropylamino)phosphino]trimethylsilylcarbene: A Stable Nucleophilic Carbene
journal, May 1989
- Igau, Alai; Baceiredo, Antoine; Trinquier, Georges
- Angewandte Chemie International Edition in English, Vol. 28, Issue 5
Experimental Assessment of the π-Acidity of Anionic and Neutral Malonate-Derived N-Heterocyclic Carbenes: Experimental Assessment of the π-Acidity of Anionic and Neutral Malonate-Derived N-Heterocyclic Carbenes
journal, September 2017
- Ruamps, Mirko; Lugan, Noël; César, Vincent
- European Journal of Inorganic Chemistry, Vol. 2017, Issue 36
Quantifying the Electronic and Steric Properties of 1,3-Imidazole-Based Mesoionic Carbenes (iMICs)
journal, March 2020
- Merschel, Arne; Rottschäfer, Dennis; Neumann, Beate
- Organometallics, Vol. 39, Issue 10
Bis(diisopropylamino)carben
journal, May 1996
- Alder, Roger W.; Allen, Paul R.; Murray, Martin
- Angewandte Chemie, Vol. 108, Issue 10
Intramolecular “Hydroiminiumation” of Alkenes: Application to the Synthesis of Conjugate Acids of Cyclic Alkyl Amino Carbenes (CAACs)
journal, April 2007
- Jazzar, Rodolphe; Dewhurst, Rian D.; Bourg, Jean-Baptiste
- Angewandte Chemie, Vol. 119, Issue 16
Carbenes: Synthesis, properties, and organometallic chemistry
journal, April 2009
- de Frémont, Pierre; Marion, Nicolas; Nolan, Steven P.
- Coordination Chemistry Reviews, Vol. 253, Issue 7-8
Simple enantiomeric excess determination of amines using chiral selones: unusual N–H⋯Se bonding detected by HMQC 1 H/ 77 Se NMR spectroscopy
journal, January 1996
- Wu, Ruilian; Hernández, Griselda; Odom, Jerome D.
- Chem. Commun., Issue 10
Bond Paths as Privileged Exchange Channels
journal, November 2007
- Pendás, A. Martín; Francisco, Evelio; Blanco, Miguel A.
- Chemistry - A European Journal, Vol. 13, Issue 33
Stable abnormal N-heterocyclic carbenes and their applications
journal, January 2020
- Sau, Samaresh Chandra; Hota, Pradip Kumar; Mandal, Swadhin K.
- Chemical Society Reviews, Vol. 49, Issue 4
Bicyclic (Alkyl)(amino)carbenes (BICAACs): Stable Carbenes More Ambiphilic than CAACs
journal, June 2017
- Tomás-Mendivil, Eder; Hansmann, Max M.; Weinstein, Cory M.
- Journal of the American Chemical Society, Vol. 139, Issue 23
A cyclic (alkyl)(amido)carbene: synthesis, study and utility as a desulfurization reagent
journal, January 2016
- McCarty, Zachary R.; Lastovickova, Dominika N.; Bielawski, Christopher W.
- Chemical Communications, Vol. 52, Issue 31
Cyclic (Alkyl)- and (Aryl)-(amino)carbene Coinage Metal Complexes and Their Applications
journal, April 2020
- Jazzar, Rodolphe; Soleilhavoup, Michele; Bertrand, Guy
- Chemical Reviews, Vol. 120, Issue 9
13 C NMR Spectroscopic Determination of Ligand Donor Strengths Using N-Heterocyclic Carbene Complexes of Palladium(II)
journal, September 2009
- Huynh, Han Vinh; Han, Yuan; Jothibasu, Ramasamy
- Organometallics, Vol. 28, Issue 18
N , N ′-Diamidocarbenes: Isolable Divalent Carbons with Bona Fide Carbene Reactivity
journal, July 2016
- Moerdyk, Jonathan P.; Schilter, David; Bielawski, Christopher W.
- Accounts of Chemical Research, Vol. 49, Issue 8
Recent advances in S-functionalized N-heterocyclic carbene ligands: From the synthesis of azolium salts and metal complexes to applications
journal, February 2014
- Fliedel, Christophe; Braunstein, Pierre
- Journal of Organometallic Chemistry, Vol. 751
Group 1 and 2 and Early Transition Metal Complexes Bearing N-Heterocyclic Carbene Ligands: Coordination Chemistry, Reactivity, and Applications
journal, August 2014
- Bellemin-Laponnaz, Stéphane; Dagorne, Samuel
- Chemical Reviews, Vol. 114, Issue 18
Electrochemical parametrization of rhenium redox couples
journal, May 1991
- Lever, A. B. P.
- Inorganic Chemistry, Vol. 30, Issue 9
Highly Ambiphilic Room Temperature Stable Six-Membered Cyclic (Alkyl)(amino)carbenes
journal, June 2018
- Weinstein, Cory M.; Junor, Glen P.; Tolentino, Daniel R.
- Journal of the American Chemical Society, Vol. 140, Issue 29
Determining the π-Acceptor Properties of N-Heterocyclic Carbenes by Measuring the 77 Se NMR Chemical Shifts of Their Selenium Adducts
journal, September 2013
- Liske, Annika; Verlinden, Kathrin; Buhl, Hannes
- Organometallics, Vol. 32, Issue 19
An Extremely Electron Poor Cationic Triazoliumylidene N-Heterocyclic Carbene: Experimental and Computational Studies
journal, November 2017
- Hölzel, Torsten; Otto, Maximilian; Buhl, Hannes
- Organometallics, Vol. 36, Issue 22