Cation-π interaction of the univalent silver cation with racemic [6]helicene in the gas phase and in the solid state

被引:6
作者
Klepetarova, Blanka [1 ,2 ]
Makrlik, Emanuel [1 ]
Sykora, David [3 ]
Bohm, Stanislav [3 ]
Vanura, Petr [3 ]
机构
[1] Czech Univ Life Sci, Fac Environm Sci, Kamycka 129, Prague 16521 6, Czech Republic
[2] Acad Sci Czech Republ, Inst Organ Chem & Biochem, Flemingovo Sq 2, Prague 16610 6, Czech Republic
[3] Univ Chem & Technol, Tech 5, Prague 16628 6, Czech Republic
关键词
Univalent silver cation; 6]Helicene; Cation-pi interaction; DFT calculations; X-ray crystallography; COLLISION-INDUCED DISSOCIATION; CIRCULAR-DICHROISM; AMINO-ACIDS; BINDING; SYSTEMS; IONS; COMPLEXATION; CONSTRUCTION; INDUCTION; CHIRALITY;
D O I
10.1016/j.poly.2016.05.016
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Employing electrospray ionization mass spectrometry (ESI-MS), it was proven experimentally that the [6]helicene - Ag+ complex (i.e., [Ag(C26H16)](+)) exists in the gas phase. Further, applying quantum mechanical DFT calculations, the most probable structure of this cationic complex [Ag(C26H16)](+) was derived. Finally, in the solid state, the complex [6]helicene - silver hexafluoroantimonate - monohydrate (i.e., C26H16 - AgSbF6 - H2O), crystallizing in the monoclinic system with the centrosymmetric space group P2(1)/c, was prepared and analyzed by X-ray crystallography. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1 / 6
页数:6
相关论文
共 49 条
  • [1] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE
    BECKE, AD
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) : 5648 - 5652
  • [2] CRYSTALS version 12: software for guided crystal structure analysis
    Betteridge, PW
    Carruthers, JR
    Cooper, RI
    Prout, K
    Watkin, DJ
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2003, 36 : 1487 - 1487
  • [3] COLLISION-INDUCED DISSOCIATION OF AG(C6H6)+
    CHEN, YM
    ARMENTROUT, PB
    [J]. CHEMICAL PHYSICS LETTERS, 1993, 210 (1-3) : 123 - 128
  • [4] de Rango C., 1973, CRYST STRUCT COMMUN, V2, P189
  • [5] Cation-pi interactions in chemistry and biology: A new view of benzene, Phe, Tyr, and Trp
    Dougherty, DA
    [J]. SCIENCE, 1996, 271 (5246) : 163 - 168
  • [6] WinGX and ORTEP for Windows: an update
    Farrugia, Louis J.
    [J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 : 849 - 854
  • [7] Frisch M.J., 2016, Gaussian, V16
  • [8] [7]-Helicene: a chiral molecular tweezer for silver(I) salts
    Fuchter, Matthew J.
    Schaefer, Julia
    Judge, Dilraj K.
    Wardzinski, Benjamin
    Weimar, Marko
    Krossing, Ingo
    [J]. DALTON TRANSACTIONS, 2012, 41 (27) : 8238 - 8241
  • [9] An unusual oxidative rearrangement of [7]-helicene
    Fuchter, Matthew J.
    Weimar, Marko
    Yang, Xuezheng
    Judge, Dilraj K.
    White, Andrew J. P.
    [J]. TETRAHEDRON LETTERS, 2012, 53 (09) : 1108 - 1111
  • [10] Circular dichroism of helicenes investigated by time-dependent density functional theory
    Furche, F
    Ahlrichs, R
    Wachsmann, C
    Weber, E
    Sobanski, A
    Vögtle, F
    Grimme, S
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (08) : 1717 - 1724