Quantifying and understanding the steric properties of N-heterocyclic carbenes

Steric effects of phosphorus ligands in organometallic chemistry and homogeneous catalysis

Tolman, C. A. (1977) · Chemical Reviews · doi:10.1021/cr60307a002 · Cited by 4,824

An overview of N-heterocyclic carbenes

Hopkinson, M. N., Richter, C., Schedler, M., & Glorius, F. (2014) · Nature · doi:10.1038/nature13384 · Cited by 4,264

N-Heterocyclic Carbenes in Late Transition Metal Catalysis

Díez-González, S., Marion, N., & Nolan, S. P. (2009) · Chemical Reviews · doi:10.1021/cr900074m · Cited by 3,066

Palladium-Catalyzed Suzuki−Miyaura Cross-Coupling Reactions Employing Dialkylbiaryl Phosphine Ligands

Martin, R., & Buchwald, S. L. (2008) · Accounts of Chemical Research · doi:10.1021/ar800036s · Cited by 2,645

Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes

Flanigan, D. M., Romanov-Michailidis, F., White, N. A., & Rovis, T. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00060 · Cited by 2,045

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

Surry, D. S., & Buchwald, S. L. (2008) · Angewandte Chemie International Edition · doi:10.1002/anie.200800497 · Cited by 2,016

N-Heterocyclic carbene (NHC) ligands and palladium in homogeneous cross-coupling catalysis: a perfect union

Fortman, G. C., & Nolan, S. P. (2011) · Chemical Society Reviews · doi:10.1039/c1cs15088j · Cited by 1,258

The Measure of All Rings—N‐Heterocyclic Carbenes

Dröge, T., & Glorius, F. (2010) · Angewandte Chemie International Edition · doi:10.1002/anie.201001865 · Cited by 1,240

Percent buried volume for phosphine and N-heterocyclic carbene ligands: steric properties in organometallic chemistry

Clavier, H., & Nolan, S. P. (2010) · Chemical Communications · doi:10.1039/b922984a · Cited by 1,098

Quantifying and understanding the electronic properties of N-heterocyclic carbenes

Nelson, D. J., & Nolan, S. P. (2013) · Chemical Society Reviews · doi:10.1039/c3cs60146c · Cited by 1,092

SambVca 2. A Web Tool for Analyzing Catalytic Pockets with Topographic Steric Maps

Falivene, L., Credendino, R., Poater, A., Petta, A., Serra, L., Oliva, R., Scarano, V., & Cavallo, L. (2016) · Organometallics · doi:10.1021/acs.organomet.6b00371 · Cited by 907

Samb V ca: A Web Application for the Calculation of the Buried Volume of N‐Heterocyclic Carbene Ligands

Poater, A., Cosenza, B., Correa, A., Giudice, S., Ragone, F., Scarano, V., & Cavallo, L. (2009) · European Journal of Inorganic Chemistry · doi:10.1002/ejic.200801160 · Cited by 860

Merging Visible Light Photoredox and Gold Catalysis

Hopkinson, M. N., Tlahuext-Aca, A., & Glorius, F. (2016) · Accounts of Chemical Research · doi:10.1021/acs.accounts.6b00351 · Cited by 669

31P NMR Chemical Shifts of Carbene–Phosphinidene Adducts as an Indicator of the π‐Accepting Properties of Carbenes

Back, O., Henry‐Ellinger, M., Martin, C. D., Martin, D., & Bertrand, G. (2013) · Angewandte Chemie International Edition · doi:10.1002/anie.201209109 · Cited by 505

A Combined Experimental and Theoretical Study Examining the Binding of N-Heterocyclic Carbenes (NHC) to the Cp*RuCl (Cp* = η5-C5Me5) Moiety: Insight into Stereoelectronic Differences between Unsaturated and Saturated NHC Ligands

Hillier, A. C., Sommer, W. J., Yong, B. S., Petersen, J. L., Cavallo, L., & Nolan, S. P. (2003) · Organometallics · doi:10.1021/om034016k · Cited by 480

Determining the π-Acceptor Properties of N-Heterocyclic Carbenes by Measuring the 77Se NMR Chemical Shifts of Their Selenium Adducts

Liske, A., Verlinden, K., Buhl, H., Schaper, K., & Ganter, C. (2013) · Organometallics · doi:10.1021/om400858y · Cited by 375

The Development of Multidimensional Analysis Tools for Asymmetric Catalysis and Beyond

Sigman, M. S., Harper, K. C., Bess, E. N., & Milo, A. (2016) · Accounts of Chemical Research · doi:10.1021/acs.accounts.6b00194 · Cited by 357

What can NMR spectroscopy of selenoureas and phosphinidenes teach us about the π-accepting abilities of N-heterocyclic carbenes?

Vummaleti, S. V. C., Nelson, D. J., Poater, A., Gómez-Suárez, A., Cordes, D. B., Slawin, A. M. Z., Nolan, S. P., & Cavallo, L. (2015) · Chemical Science · doi:10.1039/c4sc03264k · Cited by 286

Determining the Ligand Properties of N‐Heterocyclic Carbenes from 77Se NMR Parameters

Verlinden, K., Buhl, H., Frank, W., & Ganter, C. (2015) · European Journal of Inorganic Chemistry · doi:10.1002/ejic.201500174 · Cited by 270

Comparing the Enantioselective Power of Steric and Electrostatic Effects in Transition‐Metal‐Catalyzed Asymmetric Synthesis

Poater, A., Ragone, F., Mariz, R., Dorta, R., & Cavallo, L. (2010) · Chemistry – A European Journal · doi:10.1002/chem.201001938 · Cited by 255

Gold(I) Carbene Complexes Causing Thioredoxin 1 and Thioredoxin 2 Oxidation as Potential Anticancer Agents

Schuh, E., Pflüger, C., Citta, A., Folda, A., Rigobello, M. P., Bindoli, A., Casini, A., & Mohr, F. (2012) · Journal of Medicinal Chemistry · doi:10.1021/jm300428v · Cited by 246

Photochromic Diarylethene-Containing Ionic Liquids and N-Heterocyclic Carbenes

Yam, V. W., Lee, J. K.-W., Ko, C., & Zhu, N. (2009) · Journal of the American Chemical Society · doi:10.1021/ja808791e · Cited by 212

Flexibility of N-Heterocyclic Carbene Ligands in Ruthenium Complexes Relevant to Olefin Metathesis and Their Impact in the First Coordination Sphere of the Metal

Ragone, F., Poater, A., & Cavallo, L. (2010) · Journal of the American Chemical Society · doi:10.1021/ja909441x · Cited by 171

Complexes [(P2)Rh(hfacac)] as Model Compounds for the Fragment [(P2)Rh] and as Highly Active Catalysts for CO2 Hydrogenation: The Accessible Molecular Surface (AMS) Model as an Approach to Quantifying the Intrinsic Steric Properties of Chelating Ligands in Homogeneous Catalysis

Angermund, K. P., Baumann, W., Dinjus, E., Fornika, R., Görls, H., Kessler, M., Krüger, C. R., Leitner, W., & Lutz, F. (1997) · Chemistry - A European Journal · doi:10.1002/chem.19970030516 · Cited by 141

Ligand Steric Contours To Understand the Effects of N -Heterocyclic Carbene Ligands on the Reversal of Regioselectivity in Ni-Catalyzed Reductive Couplings of Alkynes and Aldehydes

Liu, P., Montgomery, J., & Houk, K. N. (2011) · Journal of the American Chemical Society · doi:10.1021/ja202007s · Cited by 127

Au(I) and Au(III) complexes of a sterically bulky benzimidazole-derived N-heterocyclic carbene

Jothibasu, R., Huynh, H. V., & Koh, L. L. (2007) · Journal of Organometallic Chemistry · doi:10.1016/j.jorganchem.2007.11.003 · Cited by 116

Methoxy-Functionalized N-Heterocyclic Carbenes

Nelson, D. J., Collado, A., Manzini, S., Meiries, S., Slawin, A. M. Z., Cordes, D. B., & Nolan, S. P. (2014) · Organometallics · doi:10.1021/om5001919 · Cited by 113

Highly Convenient Regioselective Intermolecular Hydroamination of Alkynes Yielding Ketimines Catalyzed by Gold(I) Complexes of 1,2,4-triazole Based N-heterocyclic Carbenes

Dash, C., Shaikh, M. M., Butcher, R. J., & Ghosh, P. (2010) · Inorganic Chemistry · doi:10.1021/ic100087d · Cited by 102

Oxidative Addition to Gold(I) by Photoredox Catalysis: Straightforward Access to Diverse ( C , N )‐Cyclometalated Gold(III) Complexes

Tlahuext-Aca, A., Hopkinson, M. N., Daniliuc, C. G., & Glorius, F. (2016) · Chemistry - A European Journal · doi:10.1002/chem.201602649 · Cited by 91

Prediction of Catalyst and Substrate Performance in the Enantioselective Propargylation of Aliphatic Ketones by a Multidimensional Model of Steric Effects

Harper, K. C., Vilardi, S. C., & Sigman, M. S. (2013) · Journal of the American Chemical Society · doi:10.1021/ja4001807 · Cited by 87

Using Physical Organic Parameters To Correlate Asymmetric Catalyst Performance

Harper, K. C., & Sigman, M. S. (2013) · The Journal of Organic Chemistry · doi:10.1021/jo4002239 · Cited by 85

A ligand knowledge base for carbenes (LKB-C): maps of ligand space

Fey, N., Haddow, M. F., Harvey, J. N., McMullin, C. L., & Orpen, A. G. (2009) · Dalton Transactions · doi:10.1039/b909229c · Cited by 75

Bulky N-Heterocyclic Carbene IPr* in Selected Organo- and Transition Metal-Mediated Catalytic Applications

Balogh, J., Slawin, A. M. Z., & Nolan, S. P. (2012) · Organometallics · doi:10.1021/om300104j · Cited by 57

Stereocartography: A Computational Mapping Technique That Can Locate Regions of Maximum Stereoinduction around Chiral Catalysts

Lipkowitz, K. B., D'Hue, C., Sakamoto, T., & Stack, J. N. (2002) · Journal of the American Chemical Society · doi:10.1021/ja0207192 · Cited by 56

Steric Effects in the Aerobic Oxidation of π-Allylnickel(II) Complexes with N -Heterocyclic Carbenes

Dible, B. R., & Sigman, M. S. (2006) · Inorganic Chemistry · doi:10.1021/ic0612451 · Cited by 55

Steric and Electronic Parameters of a Bulky yet Flexible N-Heterocyclic Carbene: 1,3-Bis(2,6-bis(1-ethylpropyl)phenyl)imidazol-2-ylidene (IPent)

Collado, A., Balogh, J., Meiries, S., Slawin, A. M. Z., Falivene, L., Cavallo, L., & Nolan, S. P. (2013) · Organometallics · doi:10.1021/om400168b · Cited by 55

Surfactant Directed Growth of Gold Metal Nanoplates by Chemical Vapor Deposition

Griffiths, M. B. E., Koponen, S. E., Mandia, D. J., McLeod, J. F., Coyle, J. P., Sims, J. J., Giorgi, J. B., Sirianni, E., Yap, G., & Barry, S. (2015) · Chemistry of Materials · doi:10.1021/acs.chemmater.5b02712 · Cited by 39

Coinage metal complexes of the carbenic tautomer of Nitron

Thie, C., Hitzel, S., Wallbaum, L., Bruhn, C., & Siemeling, U. (2016) · Journal of Organometallic Chemistry · doi:10.1016/j.jorganchem.2016.03.023 · Cited by 31

Influence of Ring-Expanded N-Heterocyclic Carbenes on the Structures of Half-Sandwich Ni(I) Complexes: An X-ray, Electron Paramagnetic Resonance (EPR), and Electron Nuclear Double Resonance (ENDOR) Study

Pelties, S., Carter, E., Folli, A., Mahon, M. F., Murphy, D. M., Whittlesey, M. K., & Wolf, R. (2016) · Inorganic Chemistry · doi:10.1021/acs.inorgchem.6b01540 · Cited by 29

Au I Cl-bound N-heterocyclic carbene ligands form MII4(LAuCl) 6 integrally gilded cages

Ramsay, W. J., Foster, J. A., Moore, K. L., Ronson, T. K., Mirgalet, R., Jefferson, D. A., & Nitschke, J. R. (2015) · Chemical Science · doi:10.1039/c5sc03065j · Cited by 18

Computational Ligand Descriptors for Catalyst Design

Durand, D. J., & Fey, N. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00588 · Cited by 406