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One “Click” to controlled bifunctional supported catalysts for the Cu/TEMPO-catalyzed aerobic oxidation of alcohols

  1. Notestein Justin M., Katz Alexander, Enhancing Heterogeneous Catalysis through Cooperative Hybrid Organic–Inorganic Interfaces, 10.1002/chem.200501152
  2. Lee Jeong-Kyu, Kung Mayfair C., Kung Harold H., Cooperative Catalysis: A New Development in Heterogeneous Catalysis, 10.1007/s11244-008-9087-y
  3. Margelefsky Eric L., Zeidan Ryan K., Davis Mark E., Cooperative catalysis by silica-supported organic functional groups, 10.1039/b710334b
  4. Shylesh Sankaranarayanapillai, Thiel Werner R., Bifunctional Acid-Base Cooperativity in Heterogeneous Catalytic Reactions: Advances in Silica Supported Organic Functional Groups, 10.1002/cctc.201000353
  5. Yu Chenguang, He Jing, Synergic catalytic effects in confined spaces, 10.1039/c2cc31585h
  6. Huh Seong, Chen Hung-Ting, Wiench Jerzy W., Pruski Marek, Lin Victor S.-Y., Controlling the Selectivity of Competitive Nitroaldol Condensation by Using a Bifunctionalized Mesoporous Silica Nanosphere-Based Catalytic System, 10.1021/ja0398161
  7. S.Huh, H.-T.Chen, J. W.Wiench, M.Pruski and V. S. Y.Lin, Angew. Chem., Int. Ed., 2005, 44, 1826
  8. Zeidan Ryan K., Hwang Son-Jong, Davis Mark E., Multifunctional Heterogeneous Catalysts: SBA-15-Containing Primary Amines and Sulfonic Acids, 10.1002/anie.200602243
  9. Margelefsky Eric L., Bendjériou Anissa, Zeidan Ryan K., Dufaud Véronique, Davis Mark E., Nanoscale Organization of Thiol and Arylsulfonic Acid on Silica Leads to a Highly Active and Selective Bifunctional, Heterogeneous Catalyst, 10.1021/ja804082m
  10. Motokura Ken, Tada Mizuki, Iwasawa Yasuhiro, Cooperative Catalysis of Primary and Tertiary Amines Immobilized on Oxide Surfaces for One-Pot CC Bond Forming Reactions, 10.1002/anie.200802515
  11. Shylesh Sankaranarayanapillai, Wagner Alex, Seifert Andreas, Ernst Stefan, Thiel Werner R., Cooperative Acid-Base Effects with Functionalized Mesoporous Silica Nanoparticles: Applications in Carbon-Carbon Bond-Formation Reactions, 10.1002/chem.200900851
  12. Shylesh Sankaranarayanapillai, Wagener Alex, Seifert Andreas, Ernst Stefan, Thiel Werner R., Mesoporous Organosilicas with Acidic Frameworks and Basic Sites in the Pores: An Approach to Cooperative Catalytic Reactions, 10.1002/anie.200903985
  13. Noda Hiroto, Motokura Ken, Miyaji Akimitsu, Baba Toshihide, Heterogeneous Synergistic Catalysis by a Palladium Complex and an Amine on a Silica Surface for Acceleration of the Tsuji-Trost Reaction, 10.1002/anie.201203066
  14. Sharma Krishna K., Buckley Robert P., Asefa Tewodros, Optimizing Acid−Base Bifunctional Mesoporous Catalysts for the Henry Reaction: Effects of the Surface Density and Site Isolation of Functional Groups, 10.1021/la8030107
  15. Huang Jianlin, Zhu Fengxia, He Wenhan, Zhang Fang, Wang Wei, Li Hexing, Periodic Mesoporous Organometallic Silicas with Unary or Binary Organometals inside the Channel Walls as Active and Reusable Catalysts in Aqueous Organic Reactions, 10.1021/ja909596a
  16. Sharma Krishna K., Biradar Ankush V., Das Sayantani, Asefa Tewodros, Bifunctional Mesoporous Silica Catalyst for C-C Bond Forming Tandem Reactions, 10.1002/ejic.201001332
  17. Brunelli Nicholas A., Venkatasubbaiah Krishnan, Jones Christopher W., Cooperative Catalysis with Acid–Base Bifunctional Mesoporous Silica: Impact of Grafting and Co-condensation Synthesis Methods on Material Structure and Catalytic Properties, 10.1021/cm300753z
  18. Dickschat Arne T., Behrends Frederik, Bühner Martin, Ren Jinjun, Weiß Mark, Eckert Hellmut, Studer Armido, Preparation of Bifunctional Mesoporous Silica Nanoparticles by Orthogonal Click Reactions and Their Application in Cooperative Catalysis, 10.1002/chem.201200499
  19. Dickschat Arne T., Behrends Frederik, Surmiak Sabrina, Weiß Mark, Eckert Hellmut, Studer Armido, Bifunctional mesoporous silica nanoparticles as cooperative catalysts for the Tsuji–Trost reaction – tuning the reactivity of silica nanoparticles, 10.1039/c3cc00235g
  20. Studer Armido, Dickschat Arne, Surmiak Sabrina, Pd Immobilized in Mesoporous Silica Particles as Recyclable Catalysts for Suzuki-Miyaura Coupling: Cooperative Effects Exerted by Co-Immobilized Amine Functionalities, 10.1055/s-0033-1339183
  21. Noda Hiroto, Motokura Ken, Miyaji Akimitsu, Baba Toshihide, Efficient Allylation of Nucleophiles Catalyzed by a Bifunctional Heterogeneous Palladium Complex-Tertiary Amine System, 10.1002/adsc.201300063
  22. Deiana Luca, Ghisu Lorenza, Afewerki Samson, Verho Oscar, Johnston Eric V., Hedin Niklas, Bacsik Zoltan, Córdova Armando, Enantioselective Heterogeneous Synergistic Catalysis for Asymmetric Cascade Transformations, 10.1002/adsc.201400291
  23. Noda Hiroto, Motokura Ken, Chun Wang-Jae, Miyaji Akimitsu, Yamaguchi Sho, Baba Toshihide, Heterogeneous double-activation catalysis: Rh complex and tertiary amine on the same solid surface for the 1,4-addition reaction of aryl- and alkylboronic acids, 10.1039/c5cy00133a
  24. Kolb Hartmuth C., Finn M. G., Sharpless K. Barry, Click Chemistry: Diverse Chemical Function from a Few Good Reactions, 10.1002/1521-3773(20010601)40:11<2004::aid-anie2004>3.0.co;2-5
  25. Rostovtsev Vsevolod V., Green Luke G., Fokin Valery V., Sharpless K. Barry, A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes, 10.1002/1521-3773(20020715)41:14<2596::aid-anie2596>3.0.co;2-4
  26. Tornøe Christian W., Christensen Caspar, Meldal Morten, Peptidotriazoles on Solid Phase:  [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides, 10.1021/jo011148j
  27. Semmelhack M. F., Schmid Christopher R., Cortes David A., Chou Chuen S., Oxidation of alcohols to aldehydes with oxygen and cupric ion, mediated by nitrosonium ion, 10.1021/ja00323a064
  28. Dijksman Arn�, Arends Isabel W. C. E., Sheldon Roger A., Cu(ii)-nitroxyl radicals as catalytic galactose oxidase mimics, 10.1039/b305941c
  29. Gamez Patrick, Arends Isabel W. C. E., Reedijk Jan, Sheldon Roger A., Copper(ii)-catalysed aerobic oxidation of primary alcohols to aldehydes, 10.1039/b308668b
  30. Gamez Patrick, Arends Isabel W. C. E., Sheldon Roger A., Reedijk Jan, Room Temperature Aerobic Copper–Catalysed Selective Oxidation of Primary Alcohols to Aldehydes, 10.1002/adsc.200404063
  31. Hoover Jessica M., Stahl Shannon S., Highly Practical Copper(I)/TEMPO Catalyst System for Chemoselective Aerobic Oxidation of Primary Alcohols, 10.1021/ja206230h
  32. Hill Nicholas J., Hoover Jessica M., Stahl Shannon S., Aerobic Alcohol Oxidation Using a Copper(I)/TEMPO Catalyst System: A Green, Catalytic Oxidation Reaction for the Undergraduate Organic Chemistry Laboratory, 10.1021/ed300368q
  33. Hoover Jessica M, Steves Janelle E, Stahl Shannon S, Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air, 10.1038/nprot.2012.057
  34. Hoover Jessica M., Ryland Bradford L., Stahl Shannon S., Copper/TEMPO-Catalyzed Aerobic Alcohol Oxidation: Mechanistic Assessment of Different Catalyst Systems, 10.1021/cs400689a
  35. J. M.Hoover, B. L.Ryland and S. S.Stahl, J. Am. Chem. Soc., 2013, 135, 2357
  36. Ryland Bradford L., McCann Scott D., Brunold Thomas C., Stahl Shannon S., Mechanism of Alcohol Oxidation Mediated by Copper(II) and Nitroxyl Radicals, 10.1021/ja5070137
  37. Ryland Bradford L., Stahl Shannon S., Practical Aerobic Oxidations of Alcohols and Amines with Homogeneous Copper/TEMPO and Related Catalyst Systems, 10.1002/anie.201403110
  38. Betzemeier Bodo, Cavazzini Marco, Quici Silvio, Knochel Paul, Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions, 10.1016/s0040-4039(00)00620-1
  39. Samanta Suvendu, Das Sudipto, Samanta Partha Kumar, Dutta Supriya, Biswas Papu, A mononuclear copper(ii) complex immobilized in mesoporous silica: an efficient heterogeneous catalyst for the aerobic oxidation of benzylic alcohols, 10.1039/c3ra41417e
  40. Joglekar Madhura, Pylypenko Svitlana, Otting Megan M., Valenstein Justin S., Trewyn Brian G., Universal and Versatile Route for Selective Covalent Tethering of Single-Site Catalysts and Functional Groups on the Surface of Ordered Mesoporous Carbons, 10.1021/cm500528u
  41. Pozzi Gianluca, Cavazzini Marco, Quici Silvio, Benaglia Maurizio, Dell'Anna Gianmaria, Poly(ethylene glycol)-Supported TEMPO:  An Efficient, Recoverable Metal-Free Catalyst for the Selective Oxidation of Alcohols, 10.1021/ol036398w
  42. Gheorghe, Synlett, 2767 (2006)
  43. Gheorghe Alexandru, Matsuno Ai, Reiser Oliver, Expedient Immobilization of TEMPO by Copper-Catalyzed Azide-Alkyne [3+2]-Cycloaddition onto Polystyrene Resin, 10.1002/adsc.200606043
  44. Gheorghe Alexandru, Chinnusamy Tamilselvi, Cuevas-Yañez Erick, Hilgers Petra, Reiser Oliver, Combination of Perfluoroalkyl and Triazole Moieties: A New Recovery Strategy for TEMPO, 10.1021/ol801555f
  45. Schätz Alexander, Grass Robert N., Stark Wendelin J., Reiser Oliver, TEMPO Supported on Magnetic C/Co-Nanoparticles: A Highly Active and Recyclable Organocatalyst, 10.1002/chem.200801001
  46. Bogdan Andrew, McQuade D Tyler, A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor, 10.3762/bjoc.5.17
  47. Studer Armido, Eckert Hellmut, Röben Caren, Hemme Wilhelm, Immobilization of TEMPO Derivatives in Saponite and Use of These Novel Hybrid Materials as Reusable Catalysts, 10.1055/s-0029-1219587
  48. Karimi Babak, Badreh Ebrahim, SBA-15-functionalized TEMPO confined ionic liquid: an efficient catalyst system for transition-metal-free aerobic oxidation of alcohols with improved selectivity, 10.1039/c1ob05178d
  49. Wang Yiming, Song Xiaoyu, Shao Songhai, Zhong Hongmin, Lin Fei, An efficient, soluble, and recyclable multiwalled carbon nanotubes-supported TEMPO for oxidation of alcohols, 10.1039/c2ra21206d
  50. Shi Ying, Nabae Yuta, Hayakawa Teruaki, Kakimoto Masa-aki, Hyperbranched aromatic poly(ether ketone) functionalized with TEMPO as a heterogeneous catalyst for aerobic oxidation of alcohols, 10.1039/c4ra12126k
  51. Fernandes Antony E., Jonas Alain M., Riant Olivier, Application of CuAAC for the covalent immobilization of homogeneous catalysts, 10.1016/j.tet.2013.12.034
  52. Tuci Giulia, Vinattieri Claudia, Luconi Lapo, Ceppatelli Matteo, Cicchi Stefano, Brandi Alberto, Filippi Jonathan, Melucci Manuela, Giambastiani Giuliano, “Click” on Tubes: a Versatile Approach towards Multimodal Functionalization of SWCNTs, 10.1002/chem.201200650
  53. Tuci Giulia, Rossin Andrea, Xu Xiaoying, Ranocchiari Marco, van Bokhoven Jeroen A., Luconi Lapo, Manet Ilse, Melucci Manuela, Giambastiani Giuliano, “Click” on MOFs: A Versatile Tool for the Multimodal Derivatization of N3-Decorated Metal Organic Frameworks, 10.1021/cm400899a
  54. Whiteoak Christopher J., Henseler Andrea H., Ayats Carles, Kleij Arjan W., Pericàs Miquel A., Conversion of oxiranes and CO2 to organic cyclic carbonates using a recyclable, bifunctional polystyrene-supported organocatalyst, 10.1039/c3gc41919c
  55. Struthers Harriet, Mindt Thomas L., Schibli Roger, Metal chelating systems synthesized using the copper(i) catalyzed azide-alkynecycloaddition, 10.1039/b912608b
  56. Zhang Guofu, Wang Yong, Wen Xin, Ding Chengrong, Li Ying, Dual-functional click-triazole: a metal chelator and immobilization linker for the construction of a heterogeneous palladium catalyst and its application for the aerobic oxidation of alcohols, 10.1039/c2cc18023e
  57. Wang Dong, Denux Dominique, Ruiz Jaime, Astruc Didier, The Clicked Pyridyl-Triazole Ligand: From Homogeneous to Robust, Recyclable Heterogeneous Mono- and Polymetallic Palladium Catalysts for Efficient Suzuki-Miyaura, Sonogashira, and Heck Reactions, 10.1002/adsc.201200619
  58. Zhang Guoying, Wang Xuxu, Long Jinlin, Xie Lili, Ding Zhengxin, Wu Ling, Li Zhaohui, Fu Xianzhi, Deposition Chemistry of Cu[OCH(Me)CH2NMe2]2over Mesoporous Silica, 10.1021/cm7027228
  59. Fernandes Antony E., Ye Qian, Collard Laurent, Le Duff Cécile, d'Haese Cécile, Deumer Gladys, Haufroid Vincent, Nysten Bernard, Riant Olivier, Jonas Alain M., Effects of Thickness and Grafting Density on the Activity of Polymer-Brush-Immobilized Tris(triazolyl) Copper(I) Catalysts, 10.1002/cctc.201402913
  60. Nakazawa Jun, Smith Brian J., Stack T. Daniel P., Discrete Complexes Immobilized onto Click-SBA-15 Silica: Controllable Loadings and the Impact of Surface Coverage on Catalysis, 10.1021/ja210400u
  61. Nakazawa Jun, Hori Tomoaki, Stack T. Daniel P., Hikichi Shiro, Alkane Oxidation by an Immobilized Nickel Complex Catalyst: Structural and Reactivity Differences Induced by Surface-Ligand Density on Mesoporous Silica, 10.1002/asia.201300165
Bibliographic reference Fernandes, Antony E. ; Riant, Olivier ; Jonas, Alain M. ; Jensen, Klavs F.. One “Click” to controlled bifunctional supported catalysts for the Cu/TEMPO-catalyzed aerobic oxidation of alcohols. In: RSC Advances, Vol. 6, p. 36602-36605 (07/04/2016)
Permanent URL http://hdl.handle.net/2078.1/173387