If the Crown Fits: Sterically Demanding N-Heterocyclic Carbene Promotes the Formation of Au8Pt Nanoclusters Joseph F. DeJesus, Samuel I. Jacob, Quan Manh Phung, Koichi Mimura, Yoshitaka Aramaki*, Takashi Ooi*,Masakazu Nambo*, Cathleen M. Crudden* J. Am. Chem. Soc.2024, 146, 23806-23813. doi/10.1021/jacs.4c04873
Synthesis and Preclinical Testing of a Selective β-subtype Agonist of Thyroid Hormone Receptor ZTA-261 Masakazu Nambo*, Taeko Nishiwaki-Ohkawa*, Akihiro Ito, Zachary T. Ariki, Yuka Ito, Yuuki Kato, Muhammad Yar, Jacky C.-H. Yim, Emily Kim, Elizabeth Sharkey, Keiko Kano, Emi Mishiro-Sato, Kosuke Okimura, Michiyo Maruyama, Wataru Ota, Yuko Furukawa, Tomoya Nakayama, Misato Kobayashi, Fumihiko Horio, Ayato Sato*, Cathleen M. Crudden*, Takashi Yoshimura* Commun. Med.2024, 4, 152. doi.org/10.1038/s43856-024-00574-z Highlighted in Newspaper (Cyunichi, Nittkan-Kogyo)
Enantiospecific Cross-coupling of Cyclic Alkyl Sulfones Roberto Nolla-Saltiel, Zachary T. Ariki, Stefanie Schiele, Jana Alpin, Yasuyo Tahara, Daisuke Yokogawa, Masakazu Nambo*, Cathleen M. Crudden* Nat. Chem. 2024, 16, 1445-1452. doi.org/10.1038/s41557-024-01594-x Highlighted in News and Views in Nature Chemistry, and Newspaper (Nittkan-Kogyo, The Science News)
Visible-light-induced Direct C–H Alkylation of Polycyclic Aromatic Hydrocarbons with Alkylsulfones Motoo Ohtsuka, Koushik Ghosh, Jacky C.-H. Yim, Hikaru Sotome*, Tsubasa Okamoto, Kayo Suda, Yasuhiro Kobori*, Daisuke Yokogawa*, Hiroshi Miyasaka*, Cathleen M. Crudden*, Masakazu Nambo* Chem. Sci.2024, 15, 10592-10599. doi.org/10.1039/D4SC02577F Highlighted in Synfacts
Enantiopure Chiral Au13 Nanoclusters Stabilized by Ditopic N-Heterocyclic Carbenes: Synthesis, Characterization, and Electrocatalytic Reduction of CO2 Emily L. Albright, Sami Malola, Samuel I. Jacob, Hong Yi, Shinjiro Takano, Koichi Mimura, Tatsuya Tsukuda*, Hannu Häkkinen*, Masakazu Nambo*, Cathleen M. Crudden* Chem. Mater.2024, 36, 1279–1289. doi/10.1021/acs.chemmater.3c02288
Visible-Light Photoredox-catalyzed Coupling of Alkylsulfones with α-(Trifluoromethyl)styrenes Yasuyo Tahara, Koushik Ghosh, Masakazu Nambo* Can. J. Chem.2023, 101, 491–496. (Special issue in honour of Cathleen Crudden) doi.org/10.1139/cjc-2022-0271
Desulfonylative Coupling of Alkylsulfones with gem-Difluoroalkenes by Visible-light Photoredox Catalysis Masakazu Nambo*, Koushik Ghosh, Jacky C.-H. Yim, Yasuyo Tahara, Naoto Inai, Takeshi Yanai, Cathleen M. Crudden* ACS Catal. 2022, 12, 9526–9532. Selected as a Cover Picture doi.org/10.1021/acscatal.2c02233
NHC-Stabilized Au10 Nanoclusters and Their Conversion to Au25 Nanoclusters Paul A. Lummis, Kimberly M. Osten, Tetyana I. Levchenko, Maryam Sabooni Asre Hazer, Sami Malola, Bryan Owens-Baird, Alex J. Veinot, Emily L. Albright, Gabriele Schatte, Shinjiro Takano, Kirill Kovnir*, Kevin G. Stamplecoskie*, Tatsuya Tsukuda*, Hannu Häkkinen*, Masakazu Nambo*, Cathleen M. Crudden* JACS Au2022, 2, 875–885. doi/10.1021/jacsau.2c00004
Synthesis and Characterization of Enantiopure Chiral Bidentate NHC-stabilized Edge-shared Au10 Nanocluster with Unique Prolate Shape Renee W. Y. Man, Hong Yi, Sami Malola, Shinjiro Takano, Tatsuya Tsukuda*, Hannu Häkkinen*, Masakazu Nambo*, Cathleen M. Crudden* J. Am. Chem. Soc.2022, 144, 2056–2061. doi.org/10.1021/jacs.1c11857
N-Heterocyclic carbenes meet toll-like receptors Ishwar Singh, Dianne S. Lee, Shuaishuai Huang, Hridaynath Bhattacharjee, Wei Xu, Jennifer F. McLeod, Cathleen M. Crudden, Zhe She* Chem. Commun.2021, 57, 8421–8424. doi.org/10.1039/D1CC03030B
Borenium-Catalyzed Reduction of Pyridines Through the Combined Action of Hydrogen and Hydrosilane Joshua Clarke, Yuuki Maekawa, Masakazu Nambo, Cathleen M. Crudden* Org. Lett.2021,23, 6617–6621. Highlighted in SYNFACTS doi.org/10.1021/acs.orglett.1c01892
Synthesis and Enantioseparation of chiral Au13 Nanoclusters Protected by Bis-N-heterocyclic Carbene Ligands Hong Yi, Kimberly M. Osten, Tetyana I. Levchenko, Alex J. Veinot, Yoshitaka Aramaki*, Takashi Ooi*, Masakazu Nambo*, Cathleen M. Crudden* Chem. Sci.2021, 12, 10436–10440. Selected as INSIDE FRONT COVER PICTURE doi.org/10.1039/D1SC03076K
Hydrosilylation and Mukaiyama aldol-type reaction of quinolines and hydrosilylation of imines catalyzed by a mesoionic carbene-stabilized borenium ion Joshua J. Clarke, Karthik Devaraj, Brian P. Bestvater, Ryoto Kojima, Patrick Eisenberger, Joseph F. DeJesus, Cathleen M. Crudden* Org. Biomol. Chem.2021, 19, 6786–6791. doi.org/10.1039/D1OB01056E
Synthesis of Quaternary Centres by Single Electron Reduction and Alkylation of Alkylsulfones Masakazu Nambo*, Yasuyo Tahara, Jacky C.-H. Yim, Daisuke Yokogawa, Cathleen M. Crudden* Chem. Sci.2021, 12, 4866–4871. doi.org/10.1039/D1SC00133G
Alkyltriflones in the Ramberg–Bäcklund Reaction: An Efficient and Modular Synthesis of gem-Difluoroalkenes Yuuki Maekawa, Masakazu Nambo*, Daisuke Yokogawa, Cathleen M. Crudden* J. Am. Chem. Soc.2020, 142, 15667–15672. Highlighted in Chem-Station, Highlighted in J. Synth. Org. Chem. Jpn. doi.org/10.1021/jacs.0c07924
N-Heterocyclic Carbenes Reduce and Functionalize Copper Oxide Surfaces in One Pot Alex J. Veinot, Abrar Al-Rashed, J. Daniel Padmos, Ishwar Singh, Dianne S. Lee, Mina R. Narouz, Dr. Paul A. Lummis, Christopher J. Baddeley*, Cathleen M. Crudden*, J. Hugh Horton* Chem. Eur. J.2020, 26, 11431–11434. doi.org/10.1002/chem.202002308
Ultrasensitive and Label-Free Detection of the Measles Virus Using an N-Heterocyclic Carbene-Based Electrochemical Biosensor Robert M. Mayall, Christene A. Smith, Alexander S. Hyla, Dianne S. Lee, Cathleen M. Crudden*, Viola I. Birss* ACS Sens.2020, 5, 2747–2752. doi.org/10.1021/acssensors.0c01250
Ru3(CO)12-Catalyzed Reaction of 1,6-Diynes, Carbon Monoxide, and Water via the Reductive Coupling of Carbon Monoxide Cathleen M. Crudden*, Yuuki Maekawa, Joshua J. Clarke, Tomohide Ida, Yoshiya Fukumoto, Naoto Chatani*, Shinji Murai* Org. Lett.2020, 22, 8747–8751. doi.org/10.1021/acs.orglett.0c02349
Synthesis and Properties of an Au6 Cluster Supported by a Mixed N-Heterocyclic Carbene-Thiolate ligand Kirsi Salorinne, Renee W. Y. Man, Paul Lummis, Maryan Hazer, Sami Malola, Jacky C.-H. Yim, Alex Veinot, Wenxia Zhou, Hannu Häkkinen*, Masakazu Nambo*, Cathleen M. Crudden* Chem. Commun.2020, 56, 6102–6105. doi.org/10.1039/D0CC01482F
N-Heterocyclic carbene and thiol micropatterns enable the selective deposition and transfer of copper films Zhe She, Mina R. Narouz, Christene A. Smith, Amy MacLean, Hans-Peter Loock, Heinz-Bernhard Kraatz*, Cathleen M. Crudden* Chem. Commun.2020, 56, 1275–1278. doi.org/10.1039/C9CC08919E
Modular Synthesis of a-Fluorinated Arylmethanes via Desulfonative Cross-Coupling Masakazu Nambo*, Jacky C.-H. Yim, Luiza B. O. Freitas, Yasuyo Tahara, Zachary T. Ariki, Yuuki Maekawa, Daisuke Yokogawa, Cathleen M. Crudden* Nature Commun.2019, 10, 4528. Featured in a Nature Communications Editor’s Highlights, Highlighted in Chem-Station doi.org/10.1038/s41467-019-11758-w
Pyridine-catalyzed Desulfonative Borylation of Benzyl Sulfones Yuuki Maekawa, Zachary T. Ariki, Masakazu Nambo*, Cathleen M. Crudden* Org. Biomol. Chem.2019, 17, 7300–7303. doi.org/10.1039/C9OB01099H
Copper-Catalyzed Desulfonylative Cross-Coupling of Benzhydryl Sulfones with Azoles Jacky C.-H. Yim, Masakazu Nambo*, Yasuyo Tahara, Cathleen M. Crudden* Chem. Lett.2019,48, 975–977. doi.org/10.1246/cl.190334
N-Heterocyclic Carbene-Functionalized Magic Number Gold Nanoclusters Mina R. Narouz, Kimberly M. Osten, Phillip J. Unsworth, Renee W. Y. Man, Kirsi Salorinne, Shinjiro Takano, Ryohei Tomihara, Sami Kaappa, Sami Malola, Cao-Thang Dinh, J. Daniel Padmos, Kennedy Ayoo, Patrick J. Garrett, Masakazu Nambo, J. Hugh Horton, Edward H. Sargent, Hannu Häkkinen*, Tatsuya Tsukuda*, Cathleen M. Crudden* Nature Chem.2019, 11, 419–425. Selected as COVER PICTURE doi.org/10.1038/s41557-019-0246-5
Ring-Opening Metathesis Polymerization in Miniemulsion Using a TEGylated Ruthenium-Based Metathesis Catalyst Chunyang Zhu, Xiaowei Wu, Olena Zenkina, Matthew T. Zamora, Karen Moffat, Cathleen M. Crudden*, Michael F. Cunningham* Macromolecules2018, 51, 9088–9096. doi.org/10.1021/acs.macromol.8b02240
Generation and conversion of an N-heterocyclic carbene on Pt(111) Yang Zeng, Tianchi Zhang, Mina R. Narouz, Cathleen M. Crudden*, Peter H. McBreen* Chem. Commun.2018, 54, 12527–12530. doi.org/10.1039/C8CC06894A
Self-Assembled N-Heterocyclic Carbene-Based Carboxymethylated Dextran Monolayers on Gold as a Tunable Platform for Designing Affinity-Capture Biosensor Surfaces Zhijun Li, Kim Munro, Mina R. Narouz, Andrew Lau, Hongxia Hao, Cathleen M. Crudden, J. Hugh Horton* ACS Appl. Mater. Interfaces2018, 10, 17560–17570.
UltraStable Gold Nanoparticles Modified by Bidentate N-Heterocyclic Carbene Ligands Renee W. Y. Man, Chien-Hung Li, Michael W. A. MacLean, Olena V. Zenkina, Matthew T. Zamora, Lisa N. Saunders, Alexander Rousina-Webb, Masakazu Nambo, Cathleen M. Crudden* J. Am. Chem. Soc.2018, 140, 1576–1579. doi.org/10.1021/jacs.7b08516
Preparation of Quaternary Centers via Nickel-Catalyzed Suzuki–Miyaura Cross-Coupling of Tertiary Sulfones Zachary T. Ariki, Yuuki Maekawa, Masakazu Nambo*, Cathleen M. Crudden* J. Am. Chem. Soc.2018, 140, 78–81. Highlighted in SYNFACTSdoi.org/10.1021/jacs.7b10855
Amphiphilic N-Heterocyclic Carbene-Stabilized Gold Nanoparticles and Their Self-Assembly in Polar Solvents Mina R. Narouz, Chien-Hung Li, Ali Nazemi, Cathleen M. Crudden* Langmuir2017, 33, 14211–14219. doi.org/10.1021/acs.langmuir.7b02248
Synthesis of Tetraarylmethanes by the TfOH-Promoted Formal Cross Dehydrogenative Coupling of Triarylmethanes with Arenes Masakazu Nambo*, Jacky C.-H. Yim, Kevin G. Fowler, Cathleen M. Crudden* Synlett2017, 28, 2936–2940.(Special Issue Dedicated to Professor Victor Snieckus) Selected as the SYNLETT Best Paper Award 2017 Highlighted in SYNFORM and SYNFACTSDOI: 10.1055/s-0036-1588563
Pd-Catalyzed Desulfonative Cross-Coupling of Benzylic Sulfone Derivatives with 1,3-Oxazoles Jacky C.-H. Yim, Masakazu Nambo*, Cathleen M. Crudden* Org. Lett.2017, 19, 3715–3718. Highlighted in SYNFACTSdoi.org/10.1021/acs.orglett.7b01510
N-Heterocyclic Carbene Self-assembled Monolayers on Copper and Gold: Dramatic Effect of Wingtip Groups on Binding, Orientation and Assembly Christian R. Larrea, Christopher J. Baddeley*, Mina R. Narouz, Nicholas J. Mosey, J. Hugh Horton, Cathleen M. Crudden ChemPhysChem.2017, 18, 3536–3539. doi.org/10.1002/cphc.201701045
Water-Soluble N-Heterocyclic Carbene-Protected Gold Nanoparticles: Size-Controlled Synthesis, Stability, and Optical Properties Kirsi Salorinne, Renee W. Y. Man, Chien-Hung Li, Masayasu Taki, Masakazu Nambo*, Cathleen M. Crudden* Angew. Chem. Int. Ed.2017, 56, 6198–6202. doi.org/10.1002/anie.201701605
Development of Versatile Sulfone Electrophiles for Suzuki–Miyaura Cross-Coupling Reactions Masakazu Nambo*, Eric C. Keske, Jason P. G. Rygus, Jacky C.-H. Yim, Cathleen M. Crudden* ACS Catal.2017, 7, 1108–1112. doi.org/10.1021/acscatal.6b03434
Combination of synthetic chemistry and live-cell imaging identified a rapid cell division inhibitor in tobacco and Arabidopsisthaliana Masakazu Nambo*, Daisuke Kurihara, Tomomi Yamada, Taeko Nishiwaki-Ohkawa, Naoya Kadofusa, Yusuke Kimata, Keiko, Kuwata, Masaaki Umeda, Minako Ueda* Plant Cell Physiol.2016, 57, 2255–2268. doi.org/10.1093/pcp/pcw140
Simple direct formation of self-assembled N-heterocyclic carbene monolayers on gold and their application in biosensing Cathleen M. Crudden*, J. Hugh Horton, Mina R. Narouz, Zhijun Li, Christene A. Smith, Kim Munro, Christopher J. Baddeley, Christian R. Larrea, Benedict Drevniok, Bheeshmon Thanabalasingam, Alastair B. McLean, Olena V. Zenkina, Iraklii I. Ebralidze, Zhe She, Heinz-Bernhard Kraatz, Nicholas J. Mosey, Lisa N. Saunders, Akiko Yagi Nature Commun.2016, 7, 12654. doi.org/10.1038/ncomms12654
Installing Stable Molecular Chirality within the Walls of Periodic Mesoporous Organosilicas via Self-Assembly Lacey M. Reid, Cathleen M. Crudden* Chem. Mater.2016, 28, 7605–7612. doi.org/10.1021/acs.chemmater.6b02153
Chiral carbene–borane adducts: precursors for borenium catalysts for asymmetric FLP hydrogenations Jolie Lam, Benjamin A. R. Günther, Jeffrey M. Farrell, Patrick Eisenberger*, Brian P. Bestvater, Paul D. Newman, Rebecca L. Melen*, Cathleen M. Crudden*, Douglas W. Stephan* Dalton Trans.2016, 45, 15303–15316. doi.org/10.1039/C6DT02202B
Accessible bidentate diol functionality within highly ordered composite periodic mesoporous organosilicas Lacey M. Reid, Gang Wu, Cathleen M. Crudden* New J. Chem.2016, 40, 6487–6497. doi.org/10.1039/C6NJ00401F
Arylative Desulfonation of Diarylmethyl Phenyl Sulfones with Arenes Catalyzed by Scandium Triflate Masakazu Nambo*, Zachary T. Ariki, Daniel Canseco-Gonzalez, D. Dawson Beattie,Cathleen M. Crudden* Org. Lett.2016, 18, 2339–2342. Highlighted in J. Synth. Org. Chem. Jpn. doi.org/10.1021/acs.orglett.6b00744
Iterative Protecting Group-free Cross-Coupling Leading to Chiral Multiply Arylated Structures Cathleen M. Crudden*, Christopher Ziebenhaus, Jason P. G. Rygus, Kazem Ghozati, Phillip J. Unsworth, Masakazu Nambo, Samantha Anderson, Marieke Hutchinson, Veronique S. Laberge, Yuuki Maekawa, Daisuke Imao Nature Commun.2016, 7, 11065. doi.org/10.1038/ncomms11065
Selective functionalization of the mesopores of SBA-15 Jonathan D. Webb, Tomohiro Seki, Jennifer F. Goldston, Marek Pruski, Cathleen M. Crudden* Microporous Mesoporous Mater. 2015, 203, 123–131. doi.org/10.1016/j.micromeso.2014.10.032
Hydrogenations at Room Temperature and Atmospheric Pressure with Mesoionic Carbene-Stabilized Borenium Catalysts Patrick Eisenberger, Brian P. Bestvater, Eric C. Keske, Cathleen M. Crudden* Angew. Chem. Int. Ed.2015, 54, 2467–2471. doi.org/10.1002/anie.201409250
The Concise Synthesis of Unsymmetric Triarylacetonitriles via Pd-Catalyzed Sequential Arylation: A New Synthetic Approach to Tri- and Tetraarylmethanes Masakazu Nambo*, Muhammad Yar, Joel D. Smith, Cathleen M. Crudden* Org. Lett.2015, 17, 50–53. doi.org/10.1021/ol503213z
Chiral Periodic Mesoporous Organosilicas: Probing Chiral Induction in the Solid State Michael W. A. MacLean, Thomas K. Wood, Gang Wu, Robert P. Lemieux, Cathleen M. Crudden* Chem. Mater.2014, 26, 5852–5859. doi.org/10.1021/cm501826b
Synthesis of Enantiomerically Enriched Triarylmethanes by Enantiospecific Suzuki–Miyaura Cross-Coupling Reactions Smitha C. Matthew, Ben W. Glasspoole, Patrick Eisenberger, Cathleen M. Crudden* J. Am. Chem. Soc.2014, 136, 5828–5831. doi.org/10.1021/ja412159g
Highly selective directed arylation reactions via back-to-back dehydrogenative C–H borylation/arylation reactions Eric C. Keske, Brandon D. Moore, Olena V. Zenkina, Ruiyao Wang, Gabriele Schatte, Cathleen M. Crudden* Chem. Commun.2014, 50, 9883–9886. doi.org/10.1039/C4CC02499K
Modular Synthesis of Triarylmethanes through Palladium-Catalyzed Sequential Arylation of Methyl Phenyl Sulfone Masakazu Nambo*, Cathleen M. Crudden* Angew. Chem. Int. Ed.2014, 53, 742–746. Selected as COVER PICTURE, Highlighted in SYNFACTS Highlighted in Newspaper (Science News, Chemical Daily) doi.org/10.1002/anie.201307019
N-Heterocyclic Carbene-Stabilized Atomically Precise Metal Nanoclusters Emily L. Albright, Tetyana I. Levchenko, Viveka K. Kulkarni, Angus I. Sullivan, Joseph F. DeJesus, Sami Malola, Shinjiro Takano, Masakazu Nambo*, Kevin Stamplecoskie*, Hannu Häkkinen*, Tatsuya Tsukuda*, and Cathleen M. Crudden* J. Am. Chem. Soc.2024, 146, 6759–5780. doi/10.1021/jacs.3c11031
Desulfonylative Transformations of Sulfones by Transition Metal Catalysis, Photocatalysis and Organocatalysis Masakazu Nambo*, Yuuki Maekawa, Cathleen M. Crudden* ACS Catal.2022, 12, 3013–3032. doi.org/10.1021/acscatal.1c05608
Transition Metal-Catalyzed Cross-couplings of Benzylic Sulfone Derivatives Masakazu Nambo*, Cathleen M. Crudden* Chem. Rec.2021, 21, 3978–3989. doi/10.1002/tcr.202100210
A Career in Catalysis: Howard Alper Dong-Mei Yan, Cathleen M. Crudden*, Jia-Rong Chen*, Wen-Jing Xiao* ACS Catal.2019, 9, 6467–6483. doi.org/10.1021/acscatal.9b01789
N-Heterocyclic Carbenes in Materials Chemistry Christene A. Smith, Mina R. Narouz, Paul A. Lummis, Ishwar Singh, Ali Nazemi, Chien-Hung Li, Cathleen M. Crudden* Chem. Rev.2019, 119, 4986–5056. doi.org/10.1021/acs.chemrev.8b00514
Enantiospecific and Iterative Suzuki–Miyaura Cross-Couplings Jason P. G. Rygus, Cathleen M. Crudden* J. Am. Chem. Soc.2017, 139, 18124–18137. doi.org/10.1021/jacs.7b08326
Recent Advance in the Synthesis of Triarylmethanes by Transition Metal Catalysis Masakazu Nambo*, Cathleen M. Crudden* ACS Catal.2015, 5, 4734-4742.doi.org/10.1021/acscatal.5b00909