1-(Dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic Acid

被引:0
|
作者
Usova, Sofia D. [1 ]
Knyazeva, Ekaterina A. [1 ]
Rakitin, Oleg A. [1 ]
机构
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
基金
俄罗斯科学基金会;
关键词
non-fullerene acceptors; anchor groups; 1-(dicyanomethylene)-3-oxo-2,3-dihydro-1H-indene; tert-butyl acetoacetate; Perkin reaction; ACCEPTOR; DERIVATIVES; DESIGN;
D O I
10.3390/M1871
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bulk heterojunction solar cells are among the most promising organic solar cells (OSCs). One of the two important parts of OSCs are acceptors, and the development of the design and synthesis of non-fullerene acceptors involves an electron-deficient heterocyclic central core and anchor acceptor malonitrile derivatives of 3-methylene-2,3-dihydro-1H-inden-1-ones. In this communication, an intermediate for the synthesis of this compound, 1-(dicyanomethylene)-3-hydroxy-1H-indene-2-carboxylic acid, was prepared by the Perkin reaction of 2-(3-oxoisobenzofuran-1(3H)-ylidene)malononitrile with tert-butyl acetoacetate in the presence of acetic anhydride and triethylamine. The structure of the newly synthesized compound was established by means of elemental analysis, high-resolution mass spectrometry, H-1 NMR, C-13 NMR and IR spectroscopy, and mass spectrometry.
引用
收藏
页数:4
相关论文
共 50 条
  • [31] SYNTHESIS AND PHOTOLYSIS OF 1-(2-DIAZOETHYLIDENE) INDENE
    SEVERIN, T
    KRAMER, H
    ADHIKARY, P
    CHEMISCHE BERICHTE-RECUEIL, 1971, 104 (03): : 972 - &
  • [32] 4-Hydroxy-2-quinolones. 122. 1-Hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1- ij]-quinoline-2-carboxylic acid hetarylamides as potential antitubercular agents
    Ukrainets I.V.
    Mospanova E.V.
    Sidorenko L.V.
    Chemistry of Heterocyclic Compounds, 2007, 43 (7) : 863 - 870
  • [33] THE ISOMERISATION OF THE LACTONE OF 2'-(1-HYDROXY-1-METHYLETHYL)-DIPHENYL-2-CARBOXYLIC ACID
    EVERITT, PM
    TURNER, EE
    JOURNAL OF THE CHEMICAL SOCIETY, 1957, (AUG): : 3477 - 3479
  • [34] 2-(2′,3′-Dihydro-1′H-inden1′-yl)-1H-indene
    Jovanovic, J
    Schürmann, M
    Preut, H
    Spiteller, M
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2002, 58 : O33 - O34
  • [35] 1-(2,4-DICHLOROBENZYL)-1H-INDAZOLE-3-CARBOXYLIC ACID (DICA), AN EXFOLIATIVE ANTI-SPERMOGENIC AGENT IN THE RAT
    LOBL, TJ
    ARCHIVES OF ANDROLOGY, 1979, 2 (04): : 353 - 363
  • [36] 5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid
    Wang, Wei
    Fang, Zheng
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2413 - U3064
  • [37] 1-(o-Tolymethyl)naphthalene-2-carboxylic acid
    Acta Crystallogr Sect C Cryst Struct Commun, pt 12 (1885-1887):
  • [38] 1-(o-tolylmethyl)naphthalene-2-carboxylic acid
    Gerkin, RE
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 1885 - 1887
  • [39] CONFORMATIONAL-ANALYSIS AND X-RAY STRUCTURE OF 1-(2,4-DICHLOROBENZYL)-1H-INDAZOLE-3-CARBOXYLIC ACID
    BENETOLLO, F
    DELPRA, A
    ORSINI, F
    BAIOCCHI, L
    JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1993, 23 (12): : 987 - 992
  • [40] 1-(5-Hydroxy-1-phenyl-3-trifluoromethyl-1H-pyrazol-1-yl)ethanone
    Gallardo, Hugo
    Girotto, Edivandro
    Bortoluzzi, Adailton J.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O75 - U1707