Metal-ligand cooperativity in a ruthenium(II) complex of bis-azoaromatic ligand for catalytic dehydrogenation of alcohols

被引:6
作者
Saha, Tanushri [1 ]
Pramanick, Rajib [1 ]
Sengupta, Debabrata [1 ]
Goswami, Sreebrata [1 ]
机构
[1] Indian Assoc Cultivat Sci, Sch Chem Sci, Kolkata 700032, India
关键词
TRANSFER HYDROGENATION; ELECTRONIC-STRUCTURES; OXIDATION; ACTIVATION; REDUCTION; MOLECULES; CHEMISTRY; EFFICIENT; ENERGIES; METHANOL;
D O I
10.1016/j.ica.2018.09.038
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Herein a new Ru-phosphine complex (1) with molecular formula [RuL(PPh3)Cl-2] is reported where L is a redox active pincer ligand 2,6-bis(phenylazo)pyridine. The isolated complex has been characterized by usual spectroscopic techniques including single crystal X-ray crystallographic analysis. Complex 1 efficiently catalyzes aerobic oxidation of a wide range of primary and secondary benzylic, allylic, heterocyclic, alicyclic alcohols under mild conditions and is found to be superior over several other Ru (0, +2 and + 3), Ru-H and Ru-PPh3 catalysts. Mechanistic studies indicate that a transient Ru-H intermediate is formed in the catalytic cycle which gets switched into a Ru-hydrazo intermediate via hydrogen-walking mechanism. The catalyst is regenerated by aerial oxidation producing H2O2 as a by-product.
引用
收藏
页码:160 / 166
页数:7
相关论文
共 45 条
[1]   1,5-Diamido-9,10-anthraquinone, a Centrosymmetric Redox-Active Bridge with Two Coupled β-Ketiminato Chelate Functions: Symmetric and Asymmetric Diruthenium Complexes [J].
Ansari, Mohd. Asif ;
Mandal, Abhishek ;
Paretzki, Alexa ;
Beyer, Katharina ;
Fiedler, Jan ;
Kaim, Wolfgang ;
Lahiri, Goutam Kumar .
INORGANIC CHEMISTRY, 2016, 55 (11) :5655-5670
[2]   Catalytic transfer hydrogenation with terdentate CNN ruthenium complexes: The influence of the base [J].
Baratta, Walter ;
Siega, Katia ;
Rigo, Pierluigi .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (26) :7479-7486
[3]   Quantum calculation of molecular energies and energy gradients in solution by a conductor solvent model [J].
Barone, V ;
Cossi, M .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (11) :1995-2001
[4]   INFRARED SPECTRA OF SOME METAL ALKOXIDES, TRIALKYLSILYLOXIDES, AND RELATED SILANOLS [J].
BARRACLOUGH, C ;
BRADLEY, DC ;
LEWIS, J ;
THOMAS, IM .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (JUL) :2601-&
[5]   Cellular imaging using BODIPY-, pyrene- and phthalocyanine-based conjugates [J].
Bizet, Faustine ;
Ipuy, Martin ;
Bernhard, Yann ;
Lioret, Vivian ;
Winckler, Pascale ;
Goze, Christine ;
Perrier-Cornet, Jean-Marie ;
Decreau, Richard A. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (02) :413-420
[6]   Reversible catalytic dehydrogenation of alcohols for energy storage [J].
Bonitatibus, Peter J., Jr. ;
Chakraborty, Sumit ;
Doherty, Mark D. ;
Siclovan, Oltea ;
Jones, William D. ;
Soloveichik, Grigorii L. .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2015, 112 (06) :1687-1692
[7]   Ruthenium complexes with non-innocent ligands: Electron distribution and implications for catalysis [J].
Boyer, Julie L. ;
Rochford, Jonathan ;
Tsai, Ming-Kang ;
Muckerman, James T. ;
Fujita, Etsuko .
COORDINATION CHEMISTRY REVIEWS, 2010, 254 (3-4) :309-330
[8]   Ligand Redox-Controlled Tandem Synthesis of Azines from Aromatic Alcohols and Hydrazine in Air: One-Pot Synthesis of Phthalazine [J].
Chakraborty, Mou ;
Sengupta, Debabrata ;
Saha, Tanushri ;
Goswami, Sreebrata .
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (15) :7771-7778
[9]   ortho-Carom-N bond fusion in aniline associated with electrophilic chlorination reactions at ruthenium(III) coordinated acetylacetonates [J].
Chatterjee, Sudipta ;
Mandal, Sutanuva ;
Joy, Sucheta ;
Hung, Chen-Hsiung ;
Goswami, Sreebrata .
INORGANICA CHIMICA ACTA, 2011, 374 (01) :366-372
[10]   A new biocatalyst employing pyrenecarboxaldehyde as an anodic catalyst for enhancing the performance and stability of an enzymatic biofuel cell [J].
Christwardana, Marcelinus ;
Chung, Yongjin ;
Kwon, Yongchai .
NPG ASIA MATERIALS, 2017, 9 :e386-e386