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2014 Fiscal Year Annual Research Report

N-heterocyclic carbene-modified gold nanoparticles for biosensing

Research Project

Project/Area Number 26288023
Research InstitutionNagoya University

Principal Investigator

CRUDDEN Cathleen  名古屋大学, トランスフォーマティブ生命分子研究所, 客員教授 (10721029)

Project Period (FY) 2014-04-01 – 2017-03-31
Keywordsnanoparticle / nanocluster / N-heterocyclic carbene / gold / bioimaging / bioconjugation
Outline of Annual Research Achievements

We were able to prepare several types of Au nanoparticles using different stabilizers for the external surface. These nanoparticles were then exposed to two different conditions for generation of surface carbenes and three basic carbene structures were employed.
Gold nanoclusters stabilized by thiol ligands, and less often by phosphines have been reported, but the use of NHCs to stabilize these nanomaterials has never been described. In preliminary work, we have prepared phosphine-stabilized nanoclusters and thiol-stabilized clusters. In order to assess the effectiveness of different reaction conditions, we have only just recently developed a mass spectroscopic method, and we anticipate this work will move much more quickly henceforth.

Current Status of Research Progress
Current Status of Research Progress

3: Progress in research has been slightly delayed.

Reason

Progress-to-date has been good but has not followed exactly with the projected plan, instead we have completed some milestones from year one along with some milestones from year two. We were delayed several months by the discovery that the literature method for the preparation of the carbonate salts was flawed. Canadian labs since this affected related work going on in Canada, and with this in place, we are now set to continue with this functionalization strategy and also that employing the free carbene, which, according to work described above, appears to work very well.

Strategy for Future Research Activity

In year two, we plan to finish work on the synthesis of NHC-stabilized nanoparticles and nanoclusters using simple NHCs. At the same time, we will complete work started to probe thiol incorporation under physiological conditions. Nanoparticle and nanocluster stability under physiological conditions will also be probed and once these variables have been optimized, derivatized NHCs will be introduced to the nanoparticle so that we can carry out bioconjugation studies. Simultaneously, we will carry out bioconjugation studies on flat gold surfaces that are easier to analyze in order to translate this work to the nanoparticle realm more smoothly, and will then carry out this work on nanoparticles.

Causes of Carryover

We were delayed several months by the discovery that the literature method for the preparation of the carbonate salts was flawed. Thus we decided to roll over the fund next year.

Expenditure Plan for Carryover Budget

We are planing to use for employment of postdoc to promote this project.

  • Research Products

    (20 results)

All 2015 2014 Other

All Journal Article (8 results) (of which Peer Reviewed: 8 results) Presentation (8 results) (of which Invited: 1 results) Book (1 results) Remarks (1 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Highly Selective Functionalization of the Mesopores of SBA-152015

    • Author(s)
      J. .D. Webb, T. Seki, J.F. Goldston, M. Pruski, C.M. Crudden
    • Journal Title

      Microporous and Mesoporous Materials

      Volume: 203 Pages: 123-131

    • DOI

      10.1016/j.micromeso.2014.10.032

    • Peer Reviewed
  • [Journal Article] Chirality in Ordered Organosilica Hybrid Materials2015

    • Author(s)
      M.W.A. MacLean, L.M. Reid, X. Wu, C.M. Crudden
    • Journal Title

      Chemistry an Asian Journal

      Volume: 10 Pages: 70-82

    • DOI

      10.1002/asia.201402682

    • Peer Reviewed
  • [Journal Article] The Concise Synthesis of Unsymmetric Triarylacetonitriles via Pd-Catalyzed Sequential Arylation: A New Synthetic Approach to Tri-and Tetraarylmethanes2015

    • Author(s)
      M. Nambo, M. Yar, J.D. Smith, C.M. Crudden
    • Journal Title

      Organic Letters

      Volume: 17 Pages: 50-53

    • DOI

      10.1021/ol503213z

    • Peer Reviewed
  • [Journal Article] Room Temperature and Atmospheric Pressure Hydrogenations with Meso-Ionic Carbene-stabilized Borenium Catalysts2015

    • Author(s)
      P. Eisenberger, B. P. Bestvater, E. C. Keske, C.M. Crudden
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 54 Pages: 2467-2471

    • DOI

      10.1002/anie.201409250

    • Peer Reviewed
  • [Journal Article] Ultra Stable Self-Assembled Monolayers of N-Heterocyclic Carbenes on Gold2014

    • Author(s)
      C.M. Crudden, J.H. Horton*, I.I. Ebralidze, O.V. Zenkina, A.B. McLean, B. Drevniok, Z. She, H.-B. Kraatz, N.J. Mosey, T. Seki, E.C. Keske, J.D. Leake, A. Rousina-Webb, G. Wu
    • Journal Title

      Nature Chemistry

      Volume: 6 Pages: 409-414

    • DOI

      10.1038/nchem.1891

    • Peer Reviewed
  • [Journal Article] Synthesis of enantiomerically enriched triarylmethanes by enantiospecific Suzuki-Miyaura cross coupling reactions2014

    • Author(s)
      S.C. Mathew, B.W. Glasspoole, P. Eisenberger, C.M. Crudden
    • Journal Title

      Journal of the American Chemical Society

      Volume: 136 Pages: 5828-5831

    • DOI

      10.1021/ja412159g

    • Peer Reviewed
  • [Journal Article] Highly Selective Directed Arylation Reactions via Back-to-Back Dehydrogenative C-H Borylation/Arylation Reactions2014

    • Author(s)
      E.C. Keske, B.D. Moore, O.V. Zenkina, R. Wang, G. Schatte and C.M. Crudden
    • Journal Title

      Chemical Communications

      Volume: - Pages: 9883-9886

    • DOI

      10.1039/C4CC02499

    • Peer Reviewed
  • [Journal Article] Chiral Periodic Mesoporous Organosilicas: Probing Chiral Induction in the Solid State2014

    • Author(s)
      M.W.A. MacLean, T.K. Wood, G. Wu, R.P. Lemieux, C.M. Crudden
    • Journal Title

      Chemistry of Materials

      Volume: 26 Pages: 5852-5859

    • DOI

      10.1021/cm501826b

    • Peer Reviewed
  • [Presentation] Scandium Triflate-Catalyzed Arylative Desulfonation of Diarylmethyl Phenyl Sulfones2015

    • Author(s)
      Zachary, T. Ariki, Masakazu Nambo, Daniel Canseco-Gonzalez, Dawson Beattie, Cathleen M. Crudden
    • Organizer
      The 95th Annual Meeting
    • Place of Presentation
      Nihon University
    • Year and Date
      2015-03-27 – 2015-03-27
  • [Presentation] The Concise Synthesis of Unsymmetric Triarylacetonitriles via Pd-Catalyzed Sequential Arylation2015

    • Author(s)
      Masakazu Nambo, Muhammad Yar, Joel D. Smith, Cathleen M. Crudden
    • Organizer
      The 95th Annual Meeting
    • Place of Presentation
      Nihon University
    • Year and Date
      2015-03-26 – 2015-03-26
  • [Presentation] Organometallic Chemistry in the Service of Catalysis and Materials2014

    • Author(s)
      Cathleen M. Crudden
    • Organizer
      Tateshina Conference
    • Place of Presentation
      Japan
    • Year and Date
      2014-11-07 – 2014-11-09
    • Invited
  • [Presentation] Modular Synthesis of Triarylmethanes through Pd-Catalyzed Sequential Arylation of Methyl Phenyl Sulfone2014

    • Author(s)
      Masakazu Nambo, Cathleen M. Crudden
    • Organizer
      61th Symposium on Organometallic Chemistry
    • Place of Presentation
      Kyushu University
    • Year and Date
      2014-09-25 – 2014-09-25
  • [Presentation] Novel Carbon-based Ligands for Ultra-Stable Self-assembled Monolayers2014

    • Author(s)
      Cathleen M. Crudden
    • Organizer
      Nanoscience Symposium
    • Place of Presentation
      Queen's Physics
    • Year and Date
      2014-06-12 – 2014-06-12
  • [Presentation] N-Heterocyclic Carbenes in the Synthesis of Chiral Triarylmethanes and in the Preparation of Ultra Stable Self-Assembled Monolayers on Gold2014

    • Author(s)
      Cathleen M. Crudden
    • Organizer
      19th International Symposium on Homogeneous Catalysis
    • Place of Presentation
      Ottawa
    • Year and Date
      2014-06-06 – 2014-06-11
  • [Presentation] Modular Synthesis of Triarylmethanes through Pd-Catalyzed Sequential Arylation of Methyl Phenyl Sulfone2014

    • Author(s)
      Masakazu Nambo, Cathleen M. Crudden
    • Organizer
      IGER International Symposium on Chemical Science in Asia
    • Place of Presentation
      Nagoya University
    • Year and Date
      2014-05-26 – 2014-05-26
  • [Presentation] Modular Synthesis of Triarylmethanes through Pd-Catalyzed Sequential Arylation of Methyl Phenyl Sulfone2014

    • Author(s)
      Masakazu Nambo, Cathleen M. Crudden
    • Organizer
      The 2nd International Symposium on Transformative Bio-Molecules
    • Place of Presentation
      Nagoya University
    • Year and Date
      2014-05-12 – 2014-05-12
  • [Book] New Trends in cross Coupling: Theory and Applications2014

    • Author(s)
      B.W. Glasspoole, E.C. Keske and C.M. Crudden
    • Total Pages
      30
    • Publisher
      Royal Society for Chemistry
  • [Remarks] Chemical bonds

    • URL

      http://www.queensu.ca/research/innovating/crudden

  • [Patent(Industrial Property Rights)] トリアリールメタン化合物の製造方法2014

    • Inventor(s)
      M. Nambo, C. M. Crruden
    • Industrial Property Rights Holder
      M. Nambo, C. M. Crruden
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      PCT/JP2014/078653
    • Filing Date
      2014-10-28
  • [Patent(Industrial Property Rights)] トリ(ヘテロ)アリールアセトニトリル化合物の製造方法2014

    • Inventor(s)
      M. Nambo, M. Yar, C. M. Crruden
    • Industrial Property Rights Holder
      M. Nambo, M. Yar, C. M. Crruden
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      JP2014-252389
    • Filing Date
      2014-12-12

URL: 

Published: 2016-06-01  

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