Synthesis, crystal structure, and DFT of (R)-2-(8-hydroxy-1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl) acetonitrile

被引：0
作者：
Li, Jin-Lan [1 ,2 ]
Shi, Yuan [1 ,2 ]
Ma, Li-Xue [1 ,2 ]
Zhou, Zhi-Xu [1 ,2 ]
Ji, Chun [1 ,2 ,3 ]
机构：
[1] Guizhou Univ, Sch Pharmaceut Sci, Guiyang, Peoples R China
[2] Guizhou Engn Lab Synthet Drugs, Guiyang, Peoples R China
[3] Guizhou Univ, Sch Pharmaceut Sci, Guiyang 550025, Peoples R China
来源：
MOLECULAR CRYSTALS AND LIQUID CRYSTALS | 2023年 / 765卷 / 01期
关键词：
DFT; (R)-2-(8-Hydroxy-1; 6; 7; 8-tetrahydro-2H-indeno[5; 4-b]furan-8-yl)acetonitrile; synthesis; X-ray diffraction; MOLECULAR-STRUCTURE; 1-INDANONE; HOMO; LUMO; DERIVATIVES; INDANONE;
D O I：
10.1080/15421406.2023.2206714
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(R)-2-(8-Hydroxy-1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)acetonitrile is an organic intermediate that can be obtained in one step of the nucleophilic reaction. Its structure was confirmed by H-1 NMR, C-13 NMR, MS, and FTIR spectroscopy. Its precise structure was verified by single crystal X-ray diffraction analysis. The DFT was used to further calculate and optimize the molecular structure of the target compound and compared it with the resulting X-ray values. The results show that the structures obtained by the two methods are similar. In addition, the frontier molecular orbital of the title compound was studied, and the molecular electrostatic potential also analyzed to explore physicochemical properties.
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页码：1 / 9
页数：9
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  • [1] Aqua-mediated rapid and benign synthesis of 1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one-appended novel 2-arylidene indanones of pharmacological interest at ambient temperature
    Adole, Vishnu A.
    Pawar, Thansing B.
    Jagdale, Bapu S.
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2020, 67 (02) : 306 - 315
  • [2] Nitriles: an attractive approach to the development of covalent inhibitors
    Bonatto, Vinicius
    Lameiro, Rafael F.
    Rocho, Fernanda R.
    Lameira, Jeronimo
    Leitao, Andrei
    Montanari, Carlos A.
    [J]. RSC MEDICINAL CHEMISTRY, 2023, 14 (02): : 201 - 217
  • [3] Synthesis and antimalarial activity of (E) 2-(2′-chloro-3′-quinolinyl-methylidene)-5,7-dimethoxyindanones
    Charris, J. E.
    Lobo, G. M.
    Camacho, J.
    Ferrer, R.
    Barazarte, A.
    Dominguez, J. N.
    Gamboa, N.
    Rodrigues, Jr.
    Angel, J. E.
    [J]. LETTERS IN DRUG DESIGN & DISCOVERY, 2007, 4 (01) : 49 - 54
  • [4] Synthesis, single crystal X-ray analysis, and vibrational spectral studies of 5,6-dibromo-11,12,13,14-tetrahydro-15-oxa-10b,14a-diaza-11,14-methanodibenzo[b,h]cycloocta[jkl]-as-indacene
    Dai, Hong-Yu
    Liao, Wan-Peng
    Wu, Feng
    Zhou, Zhi-Xu
    Huang, Zhu-Yan
    [J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2023, 755 (01) : 124 - 134
  • [5] Synthesis, crystal structure and DFT study of a new compound (E)-3-(2-chlorobenzyl)-2-(propan-2-ylidenehydrazineylidene)-2,3-dihydroquinazolin-4(1H)-one
    Deng, Liyuan
    Liao, Tianhui
    Sun, Hong
    Hu, Weiyin
    Zhou, Zhixu
    Zhao, Chunshen
    Pan, Hongyan
    [J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 2022, 737 (01) : 30 - 40
  • [6] Linking Aromatic Hydroxy Metabolic Functionalization of Drug Molecules to Structure and Pharmacologic Activity
    El-Haj, Babiker M.
    Ahmed, Samrein B. M.
    Garawi, Mousa A.
    Ali, Heyam S.
    [J]. MOLECULES, 2018, 23 (09):
  • [7] New 1-indanone thiosemicarbazone derivatives active against BVDV
    Finkielsztein, Liliana M.
    Castro, Eliana F.
    Fabian, Lucas E.
    Moltrasio, Graciela Y.
    Campos, Rodolfo H.
    Cavallaro, Lucia V.
    Moglioni, Albertina G.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (08) : 1767 - 1773
  • [8] Synthesis, Structural Characterization, and Pro-apoptotic Activity of 1-Indanone Thiosemicarbazone Platinum(II) and Palladium(II) Complexes: Potential as Antileukemic Agents
    Gomez, Natalia
    Santos, Diego
    Vazquez, Ramiro
    Suescun, Leopoldo
    Mombru, Alvaro
    Vermeulen, Monica
    Finkielsztein, Liliana
    Shayo, Carina
    Moglioni, Albertina
    Gambino, Dinorah
    Davio, Carlos
    [J]. CHEMMEDCHEM, 2011, 6 (08) : 1485 - 1494
  • [9] Refinement of macromolecular structures against neutron data with SHELXL2013
    Gruene, Tim
    Hahn, Hinrich W.
    Luebben, Anna V.
    Meilleur, Flora
    Sheldrick, George M.
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2014, 47 : 462 - 466
  • [10] Cytotoxicity and Utility of 1-Indanone in the Synthesis of Some New Heterocycles
    Hegazi, Bahira
    Mohamed, Hanan Ahmed
    Dawood, Kamal Mohamed
    Badria, Farid Abdel-Rahem
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2010, 58 (04) : 479 - 483
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