Heterogeneous Metallaphotocatalytic C(sp2)-C(sp3) Cross-Coupling Reactions with Integrated Bipyridyl-Ni(II)-Carbon Nitride

被引:11
作者
Dan, Xiao [1 ]
Yang, Qian [1 ]
Xing, Liuzhuang [1 ]
Tang, Yurong [1 ]
Wang, Wentao [2 ]
Cai, Yunfei [1 ,2 ]
机构
[1] Chongqing Univ, Sch Chem & Chem Engn, Chongqing Key Lab Theoret & Computat Chem, Chongqing 400044, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
基金
中国国家自然科学基金;
关键词
GRAPHITIC CARBON NITRIDE; PHOTOREDOX; PHOTOCATALYST; CATALYSIS;
D O I
10.1021/acs.orglett.3c01384
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fullyheterogeneous metallaphotocatalytic C-Ccross-couplingof aryl/vinyl halides with alkyl/allyltrifluoroborates has been developedby employing integrated bipyridyl-Ni-(II)-carbon nitride as a stableand recyclable bifunctional catalyst. This visible-light-mediatedheterogeneous protocol allows for the sustainable synthesis of diversevaluable diarylmethanes and allylarenes in high efficiency.
引用
收藏
页码:4124 / 4129
页数:6
相关论文
共 56 条
  • [1] Analysis of Past and Present Synthetic Methodologies on Medicinal Chemistry: Where Have All the New Reactions Gone?
    Brow, Dean G.
    Bostrom, Jonas
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2016, 59 (10) : 4443 - 4458
  • [2] Radical-Based C-C Bond-Forming Processes Enabled by the Photoexcitation of 4-Alkyl-1,4-dihydropyridines
    Buzzetti, Luca
    Prieto, Alexis
    Roy, Sudipta Raha
    Melchiorre, Paolo
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (47) : 15039 - 15043
  • [3] Heterogeneous Visible-Light Photoredox Catalysis with Graphitic Carbon Nitride for α-Aminoalkyl Radical Additions, Allylations, and Heteroarylations
    Cai, Yunfei
    Tang, Yurong
    Fan, Lulu
    Lefebvre, Quentin
    Hou, Hong
    Rueping, Magnus
    [J]. ACS CATALYSIS, 2018, 8 (10): : 9471 - +
  • [4] Semiheterogeneous Dual Nickel/Photocatalytic (Thio)etherification Using Carbon Nitrides
    Cavedon, Cristian
    Madani, Amiera
    Seeberger, Peter H.
    Pieber, Bartholomaeus
    [J]. ORGANIC LETTERS, 2019, 21 (13) : 5331 - 5334
  • [5] Metallaphotoredox: The Merger of Photoredox and Transition Metal Catalysis
    Chan, Amy Y.
    Perry, Ian B.
    Bissonnette, Noah B.
    Buksh, Benito F.
    Edwards, Grant A.
    Frye, Lucas, I
    Garry, Olivia L.
    Lavagnino, Marissa N.
    Li, Beryl X.
    Liang, Yufan
    Mao, Edna
    Millet, Agustin
    Oakley, James, V
    Reed, Nicholas L.
    Sakai, Holt A.
    Seath, Ciaran P.
    MacMillan, David W. C.
    [J]. CHEMICAL REVIEWS, 2022, 122 (02) : 1485 - 1542
  • [6] "The Easier the Better" Preparation of Efficient Photocatalysts-Metastable Poly(heptazine imide) Salts
    Chen, Zupeng
    Savateev, Aleksandr
    Pronkin, Sergey
    Papaefthimiou, Vasiliki
    Wolff, Christian
    Willinger, Marc Georg
    Willinger, Elena
    Neher, Dieter
    Antonietti, Markus
    Dontsova, Dariya
    [J]. ADVANCED MATERIALS, 2017, 29 (32)
  • [7] Transition metal-catalyzed alkyl-alkyl bond formation: Another dimension in cross-coupling chemistry
    Choi, Junwon
    Fu, Gregory C.
    [J]. SCIENCE, 2017, 356 (6334)
  • [8] Silicates as Latent Alkyl Radical Precursors: Visible-Light Photocatalytic Oxidation of Hypervalent Bis-Catecholato Silicon Compounds
    Corce, Vincent
    Chamoreau, Lise-Marie
    Derat, Etienne
    Goddard, Jean-Philippe
    Ollivier, Cyril
    Fensterbank, Louis
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (39) : 11414 - 11418
  • [9] Graphitic carbon nitride materials in dual metallo-photocatalysis: a promising concept in organic synthesis
    Dam, Binoyargha
    Das, Bubul
    Patel, Bhisma K.
    [J]. GREEN CHEMISTRY, 2023, 25 (09) : 3374 - 3397
  • [10] Visible-light-mediated synthesis of β-keto sulfones using g-C3N4 as a recyclable photocatalyst under sustainable conditions
    Dam, Binoyargha
    Sahoo, Ashish Kumar
    Patel, Bhisma K.
    [J]. GREEN CHEMISTRY, 2022, 24 (18) : 7122 - 7130