Covalent Attachment of 1-Alkenes to Oxidized Platinum Surfaces

被引:3
|
作者
Alonso, Jose Maria [1 ]
Fabre, Bruno [2 ]
Trilling, Anke K. [3 ]
Scheres, Luc [3 ]
Franssen, Maurice C. R. [1 ]
Zuilhof, Han [1 ,4 ]
机构
[1] Wageningen Univ, Lab Organ Chem, NL-6703 HB Wageningen, Netherlands
[2] Univ Rennes 1, Inst Sci Chim Rennes, Matiere Condense & Syst Electroactifs MaCSE, UMR 6226, F-35042 Rennes, France
[3] Surfix BV, NL-6703 HB Wageningen, Netherlands
[4] King Abdulaziz Univ, Dept Chem & Mat Engn, Jeddah 22254, Saudi Arabia
关键词
SELF-ASSEMBLED MONOLAYERS; ORGANIC MONOLAYERS; ALKANETHIOLS; GOLD; FUNCTIONALIZATION; ACTIVATION; ALKENES; FILMS;
D O I
10.1021/la504447t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the formation of covalently bound alkyl layers onto oxidized Pt (PtOx) substrates by reaction with 1-alkenes as a novel way to bind organic molecules to metal surfaces. The organic layers were characterized by static contact angle, infrared reflection absorption spectroscopy (IRRAS), X-ray photoelectron spectroscopy (XPS), and atomic force microscopy (AFM). The grafted alkyl layers display a hydrolytic stability that is comparable to that of alkyl thiols on Au. PtOx-alkene attachment is compatible with terminal ester moieties enabling further anchoring of functional groups, such as redox-active ferrocene, and thus has great potential to extend monolayer chemistry on noble metals.
引用
收藏
页码:2714 / 2721
页数:8
相关论文
共 50 条
  • [21] An Agostic Iridium Pincer Complex as a Highly Efficient and Selective Catalyst for Monoisomerization of 1-Alkenes to trans-2-Alkenes
    Wang, Yulei
    Qin, Chuan
    Jia, Xiangqing
    Leng, Xuebing
    Huang, Zheng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (06) : 1614 - 1618
  • [22] Highly Linear-Selective Hydroformylation of 1-Alkenes using Formaldehyde as a Syngas Substitute
    Makado, Gouki
    Morimoto, Tsumoru
    Sugimoto, Yasuko
    Tsutsumi, Ken
    Kagawa, Natsuko
    Kakiuchi, Kiyomi
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (2-3) : 299 - 304
  • [23] Catalyst versus Substrate Control of Forming (E)-2-Alkenes from 1-Alkenes Using Bifunctional Ruthenium Catalysts
    Paulson, Erik R.
    Delgado, Esteban, III
    Cooksy, Andrew L.
    Grotjahn, Douglas B.
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2018, 22 (12) : 1672 - 1682
  • [24] Covalent attachment of pyridine-type molecules to glassy carbon surfaces by electrochemical reduction of in situ generated diazonium salts. Formation of ruthenium complexes on ligand-modified surfaces
    Yesildag, Ali
    Ekinci, Duygu
    ELECTROCHIMICA ACTA, 2010, 55 (23) : 7000 - 7009
  • [25] Rhodium-Catalyzed Alkylation of C-H Bonds in Aromatic Amides with Non-activated 1-Alkenes: The Possible Generation of Carbene Intermediates from Alkenes
    Yamaguchi, Takuma
    Natsui, Satoko
    Shibata, Kaname
    Yamazaki, Ken
    Rej, Supriya
    Ano, Yusuke
    Chatani, Naoto
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (28) : 6915 - 6919
  • [26] Covalent Attachment of Gold Nanoparticles to Surfaces and Polymeric Substrates Using UV Light
    Roth, Peter J.
    Theato, Patrick
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2012, 213 (23) : 2550 - 2556
  • [27] Highly efficient regioselective synthesis of organotellurium compounds based on the reactions of tellurium tetrachloride with 1-alkenes
    Potapov, Vladimir A.
    Musalova, Maria V.
    Udalova, Svetlana I.
    Musalov, Maxim V.
    Khabibulina, Alfiya G.
    Amosova, Svetlana V.
    ARKIVOC, 2017, : 326 - 334
  • [28] Covalent attachment of multilayers (CAM): a platform for pH switchable antimicrobial and anticoagulant polymeric surfaces
    Pearson, Heather A.
    Andrie, Joseph M.
    Urban, Marek W.
    BIOMATERIALS SCIENCE, 2014, 2 (04) : 512 - 521
  • [29] Multiphasic aqueous hydroformylation of 1-alkenes with micelle-like polymer particles as phase transfer agents
    Bibouche, Bachir
    Peral, Daniel
    Stehl, Dmitrij
    Soederholm, Viktor
    Schomaecker, Reinhard
    von Klitzing, Regine
    Vogt, Dieter
    RSC ADVANCES, 2018, 8 (41): : 23332 - 23338
  • [30] Organophosphonic acids as viable linkers for the covalent attachment of polyelectrolyte brushes on silica and mica surfaces
    Borozenko, Olga
    Machado, Vivian
    Skene, W. G.
    Giasson, Suzanne
    POLYMER CHEMISTRY, 2014, 5 (19) : 5740 - 5750