研究業績

Original Articles (2014-)

  1. Photocatalytic Desulfonylative Homocoupling of Benzylic Sulfone Derivatives
    Ryusei Ohkura, Motoo Ohtsuka, Jacky C.-H. Yim, Masakazu Nambo*, Cathleen M. Crudden*
    Synlett 2022, in press (Special Edition Thieme Chemistry Journals Awardees 2022)

    DOI: 10.1055/a-1942-5695
  2. 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
  3. 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 Au 2022, 2, 875-885doi/10.1021/jacsau.2c00004
  4. 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, 2056-2061doi.org/10.1021/jacs.1c11857 
  5. 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 
  6. 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
  7. 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. 202112, 10436-10440Selected as INSIDE FRONT COVER PICTURE doi.org/10.1039/D1SC03076K 
  8. 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 
  9. 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. 202112, 4866-4871. doi.org/10.1039/D1SC00133G 
  10. 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. 2020142, 15667-15672Highlighted in Chem-Station, Highlighted in J. Synth. Org. Chem. Jpn. doi.org/10.1021/jacs.0c07924 
  11. 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 
  12. 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 
  13. 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 
  14. 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, 566102-6105. doi.org/10.1039/D0CC01482F 
  15. 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 
  16. 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 
  17. 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 
  18. 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 
  19. 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 
  20. Cu-catalyzed Desulfonylative Amination of Benzhydryl Sulfones
    Masakazu Nambo*, Yasuyo Tahara, Jacky C.-H. Yim, Cathleen M. Crudden*
    Chem. Eur. J. 2019, 25, 1923-1926. doi.org/10.1002/chem.201805638 
  21. 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*
    Macromolecules 2018, 51, 9088–9096. doi.org/10.1021/acs.macromol.8b02240 
  22. 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 
  23. 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. Interfaces 2018, 10, 17560–17570. doi.org/10.1021/acsami.8b02595
  24. 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 
  25. 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 SYNFACTS doi.org/10.1021/jacs.7b10855 
  26. 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*
    Langmuir 2017, 33, 14211–14219. doi.org/10.1021/acs.langmuir.7b02248 
  27. 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*
    Synlett 2017, 28, 2936-2940. (Special Issue Dedicated to Professor Victor Snieckus)
    Selected as the SYNLETT Best Paper Award 2017
    Highlighted in SYNFORM
     and SYNFACTS
     DOI: 10.1055/s-0036-1588563 
  28. 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 SYNFACTS 
    doi.org/10.1021/acs.orglett.7b01510
  29. 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 
  30. 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 
  31. 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 
  32. Combination of synthetic chemistry and live-cell imaging identified a rapid cell division inhibitor in tobacco and Arabidopsis thaliana
    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 
  33. 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
  34. 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 
  35. 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 
  36. 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 
  37. 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 
  38. 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 
  39. 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
  40. 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 
  41. 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 
  42. 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 
  43. 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 
  44. 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 
  45. 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


Reviews・Books (2014-)

  1. スルホニル基の特性を活かした逐次的分子構築法の開発と応用
    南保正和、Cathleen M. Crudden
    有機合成化学協会誌、2022 年 80 巻 3 号 p. 222-231.
    doi.org/10.5059/yukigoseikyokaishi.80.222
  2. Recent Advance in the Synthesis of Triarylmethanes by Transition Metal Catalysis
    Masakazu Nambo*, Yuuki Maekawa, Cathleen M. Crudden*
    ACS Catal. 2022, 12, 3013-3032doi.org/10.1021/acscatal.1c05608
  3. 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
  4. スルホンを用いる新しいクロスカップリング反応と応用
    南保正和
    化学と教育 2020年, 68巻8号, p344-347.
  5. 第三級アルキルホウ素化合物の触媒的変換反応
    南保正和
    Organometallic News 2020年, Vol.1, p26
  6. スルホンの特性を活かしたアリールメタン類の迅速合成
    南保正和
    化学と工業 Vol.71-8, p694-695
  7. 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 
  8. 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 
  9. SYNLETT Best Paper Award 2017: Synthesis of Tetraarylmethanes by the Triflic Acid-Promoted Formal Cross-Dehydrogenative Coupling of Triarylmethanes with Arenes
    Masakazu Nambo*, Cathleen M. Crudden*
    Synform 2018, A104-A106. https://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1591480.pdf
  10. 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 
  11. 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 


Patent (2014-)

  1. 植物細胞分裂抑制剤 植田美那子、南保正和、栗原大輔、桑田啓子、大川妙子 特願2016-028537
  2. トリ(ヘテロ)アリールアセトニトリルの製造方法 南保正和、Muhammad Yar、Cathleen M. Crudden, PCT/JP2015/84181 
  3. トリアリールメタンの製造方法 南保正和、Cathleen M. Crudden PCT/JP2014/078653