Linker-Assisted CdS-TiO2 Nanohybrids as Reusable Visible Light Photocatalysts for the Oxidative Hydroxylation of Arylboronic Acids

被引:11
作者
Castro-Godoy, Willber D. [1 ,2 ]
Schmidt, Luciana C. [1 ,3 ]
Flores-Ona, Diego [4 ,5 ]
Perez-Prieto, Julia [5 ]
Galian, Raquel E. [5 ]
Arguello, Juan E. [1 ]
机构
[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Org, INFIQC CONICET UNC, X5000HUA, Cordoba, Argentina
[2] Univ Salvador, Fac Quim & Farm, Dept Quim Fis & Matemat, CENSALUD UES, San Salvador 1101, El Salvador
[3] Univ Politecn Valencia, Consejo Super Invest Cient, Inst Tecnol Quim, Valencia 46022, Spain
[4] Univ Cent Ecuador, Fac Ingn Quim, Quito 170521, Ecuador
[5] Univ Valencia, Inst Mol Sci ICMol, Paterna 46980, Valencia, Spain
关键词
ARYL/HETEROARYL-BORONIC ACIDS; PHOTOREDOX CATALYSIS; QUANTUM DOTS; IPSO-HYDROXYLATION; AEROBIC OXIDATION; ELECTRON-TRANSFER; BASE-FREE; NANOPARTICLES; PHENOLS; WATER;
D O I
10.1021/acs.joc.2c02964
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of phenols have been obtained in aqueous media with moderate to excellent chemical yields (<= 100%) by using arylboronic acids and esters as substrates, a robust CdS-TiO2 nanohybrid as a heterogeneous photocatalyst, visible light irradiation (467 nm), and an O-2-saturated atmosphere. The nanohybrid was prepared through a linker-assisted methodology that uses mercapto alkanoic acids as the organic linkers. The nanohybrid showed improved photocatalytic activity in the hydroxylation of substituted arylboronic acids and phenyl boronic esters compared with that of pristine CdS quantum dots. The nanohybrid can be reused in up to five photocatalytic cycles with similar to 90% of its outstanding activity preserved.
引用
收藏
页码:6489 / 6497
页数:9
相关论文
共 81 条
[1]   Oxidative hydroxylation of arylboronic acids to phenols catalyzed by copper nanoparticles ellagic acid composite [J].
Affrose, Abdullah ;
Azath, Ismail Abulkalam ;
Dhakshinamoorthy, Amarajothi ;
Pitchumani, Kasi .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2014, 395 :500-505
[2]   Photochemical instability of CdSe nanocrystals coated by hydrophilic thiols [J].
Aldana, J ;
Wang, YA ;
Peng, XG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (36) :8844-8850
[3]   Photocatalytic performance of Fe-doped TiO2 nanoparticles under visible-light irradiation [J].
Ali, T. ;
Tripathi, P. ;
Azam, Ameer ;
Raza, Waseem ;
Ahmed, Arham S. ;
Ahmed, Ateeq ;
Muneer, M. .
MATERIALS RESEARCH EXPRESS, 2017, 4 (01)
[4]  
[Anonymous], 2012, Adv. Mater. Lett, DOI [DOI 10.5185/AMLETT.2012.ICNAN0.296, DOI 10.5185/AMLETT.2012.ICNANO.296]
[5]   Photovoltaic Performances of Yb Doped CdTe QDs Sensitized TiO2 Photoanodes for Solar cell Applications [J].
Arivarasan, Ayyaswamy ;
Bharathi, Sambandam ;
Ezhilarasi, Sozhan ;
Arunpandiyan, Surulinathan ;
Jayavel, Ramasamy .
JOURNAL OF INORGANIC AND ORGANOMETALLIC POLYMERS AND MATERIALS, 2019, 29 (03) :859-868
[6]   Trace Level Quantification of Derivatized Boronic Acids by LC/MS/MS [J].
Baldwin, Aaron F. ;
North, Robert ;
Eisenbeis, Shane .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2019, 23 (01) :88-92
[7]   Novel CuCl2-cryptand-[2.2.Benzo] complex: A base free and oxidant free catalyst for Ipso-Hydroxylation of aryl/heteroaryl-boronic acids in water at room temperature [J].
Bora, Sankar Jyoti ;
Chetia, Bolin .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 851 :52-56
[8]   Panchromatic Sensitized Solar Cells Based on Metal Sulfide Quantum Dots Grown Directly on Nanostructured TiO2 Electrodes [J].
Braga, Antonio ;
Gimenez, Sixto ;
Concina, Isabella ;
Vomiero, Alberto ;
Mora-Sero, Ivan .
JOURNAL OF PHYSICAL CHEMISTRY LETTERS, 2011, 2 (05) :454-460
[9]   Semiconductor nanocrystals as fluorescent biological labels [J].
Bruchez, M ;
Moronne, M ;
Gin, P ;
Weiss, S ;
Alivisatos, AP .
SCIENCE, 1998, 281 (5385) :2013-2016
[10]   Hydrothermal synthesis of thiol-capped CdTe nanoparticles and their optical properties [J].
Bu, Hang-Beom ;
Kikunaga, Hayato ;
Shimura, Kunio ;
Takahasi, Kohji ;
Taniguchi, Taichi ;
Kim, DaeGwi .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2013, 15 (08) :2903-2911