An investigation of palladium-catalyzed Stille-type cross-coupling of nitroarenes in perylenediimide series

被引：0
|
作者：
Makhloutah, Aline [1 ]
Hatych, Danylo [1 ]
Chartier, Thomas [1 ]
Rocard, Lou [1 ]
Goujon, Antoine [1 ]
Felpin, Francois-Xavier [2 ]
Hudhomme, Pietrick [1 ]
机构：
[1] Univ Angers, SFR Matrix, MOLTECH Anjou, CNRS, F-49000 Angers, France
[2] Univ Nantes, CEISAM, CNRS, UMR 6230, F-44000 Nantes, France
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 02期
关键词：
ORGANIC SOLAR-CELLS; NON-FULLERENE ACCEPTOR; POLYMER; PERFORMANCE; LIGANDS;
D O I：
10.1039/d1ob02291a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein an unprecedented palladium-catalyzed cross-coupling reaction between mononitro-perylenediimide (PDI) and various arylstannanes. Optimized conditions developed with this Stille-type reaction allow the grafting of (hetero)aryls of various electronic nature in the bay region of PDIs. Moreover, we capitalized on the high selectivity of this cross-coupling through the desymmetrization of the dinitro-PDI substrate.
引用
收藏
页码：362 / 365
页数：4
相关论文
共 50 条
  • [1] Palladium-Catalyzed Cross-Coupling of Nitroarenes
    Yang, Yang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (50) : 15802 - 15804
  • [2] Recent progress in the palladium-catalyzed Stille cross-coupling reactions
    Wang, DP
    Zhang, XD
    Liang, Y
    Li, JH
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (01) : 19 - 26
  • [3] Use of Stille-type cross-coupling as a route to oligopyridylimines
    Champouret, YDM
    Chaggar, RK
    Dadhiwala, I
    Fawcett, J
    Solan, GA
    TETRAHEDRON, 2006, 62 (01) : 79 - 89
  • [4] Intramolecular transfer of CO from (η6-arene)Cr(CO)3 complexes in stille-type palladium-catalyzed cross-coupling reactions
    Caldirola, P.
    Chowdhury, R.
    Johansson, A.M.
    Hacksell, U.
    Organometallics, 1995, 14 (08):
  • [5] INTRAMOLECULAR TRANSFER OF CO FROM (ETA(6)-ARENE)CR(CO)(3) COMPLEXES IN STILLE-TYPE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS
    CALDIROLA, P
    CHOWDHURY, R
    JOHANSSON, AM
    HACKSELL, U
    ORGANOMETALLICS, 1995, 14 (08) : 3897 - 3900
  • [6] Imines in Stille-type cross-coupling reactions:: A multicomponent synthesis of α-substituted amides
    Davis, JL
    Dhawan, R
    Arndtsen, BA
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (05) : 590 - 594
  • [7] Computational characterization of a complete palladium-catalyzed cross-coupling process:: The associative transmetalation in the Stille reaction
    Alvarez, R
    Faza, ON
    López, CS
    de Lera, AR
    ORGANIC LETTERS, 2006, 8 (01) : 35 - 38
  • [8] Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols
    Rosa, David
    Nikolaev, Andrei
    Nithiy, Nisha
    Orellana, Arturo
    SYNLETT, 2015, 26 (04) : 441 - 448
  • [9] MECHANISM OF PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS
    JUTAND, A
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 121 - ORGN
  • [10] Palladium-catalyzed cross-coupling of aryl esters
    Dardir, Amira
    Melvin, Patrick
    Hazari, Nilay
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
12345