Constructing molecular polygons using halogen bonding and bifurcated N-oxides

被引:51
作者
Aakeroey, Christer B. [1 ]
Wijethunga, Tharanga K. [1 ]
Desper, John [1 ]
机构
[1] Kansas State Univ, Dept Chem, Manhattan, KS 66506 USA
来源
CRYSTENGCOMM | 2014年 / 16卷 / 01期
关键词
1,3,4-OXADIAZIN-6-ONE 4-OXIDES; ARCHITECTURES; RECOGNITION; ACCEPTORS; STACKING; DONORS;
D O I
10.1039/c3ce41887a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bifurcated halogen bonds constructed from N-oxides and complementary halogen-bond donors provide the basis for a synthetic strategy for the deliberate assembly of molecular polygons in the solid state. The donor-and acceptor sites were located on different molecular components and a co-crystallization approach furnished the desired architectures.
引用
收藏
页码:28 / 31
页数:4
相关论文
共 31 条
  • [1] Exploring the structural landscape of 2-aminopyrazines via co-crystallizations
    Aakeroey, Christer B.
    Chopade, Prashant D.
    Ganser, Claudia
    Rajbanshi, Arbin
    Desper, John
    [J]. CRYSTENGCOMM, 2012, 14 (18): : 5845 - 5853
  • [2] The lipophilicity and hydrogen bond strength of pyridine-N-oxides and protonated pyridine-N-oxides
    Abraham, Michael H.
    Honcharova, Lesya
    Rocco, Silvana A.
    Acree, William E., Jr.
    De Fina, Karina M.
    [J]. NEW JOURNAL OF CHEMISTRY, 2011, 35 (04) : 930 - 936
  • [3] THE PHOTOCHEMISTRY OF THE N-OXIDE FUNCTION
    ALBINI, A
    ALPEGIANI, M
    [J]. CHEMICAL REVIEWS, 1984, 84 (01) : 43 - 71
  • [4] Redetermination of catena-poly[bis[chloro(μ-pyridine N-oxide-κ2O:O)copper(II)]-di-μ-chloro]
    Atria, AM
    Cortés, P
    Garland, MT
    Baggio, R
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : M967 - M969
  • [5] Amide-N-oxide heterosynthon and amide dimer homosynthon in cocrystals of carboxamide drugs and pyridine N-oxides
    Babu, N. Jagadeesh
    Reddy, L. Sreenivas
    Nangia, Ashwini
    [J]. MOLECULAR PHARMACEUTICS, 2007, 4 (03) : 417 - 434
  • [6] Substituent effects in halogen bonding complexes between aromatic donors and acceptors: a comprehensive ab initio study
    Bauza, Antonio
    Quinonero, David
    Frontera, Antonio
    Deya, Pere M.
    [J]. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2011, 13 (45) : 20371 - 20379
  • [7] Discovery and Optimization of Benzotriazine Di-N-Oxides Targeting Replicating and Nonreplicating Mycobacterium tuberculosis
    Chopra, Sidharth
    Koolpe, Gary A.
    Tambo-ong, Arlyn A.
    Matsuyama, Karen N.
    Ryan, Kenneth J.
    Tran, Tran B.
    Doppalapudi, Rupa S.
    Riccio, Edward S.
    Iyer, Lalitha V.
    Green, Carol E.
    Wan, Baojie
    Franzblau, Scott G.
    Madrid, Peter B.
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (13) : 6047 - 6060
  • [8] Vapour phase assembly of a halogen bonded complex of an isoindoline nitroxide and 1,2-diiodotetrafluorobenzene
    Davy, Karl J. P.
    McMurtrie, John
    Rintoul, Llew
    Bernhardt, Paul V.
    Micallef, Aaron S.
    [J]. CRYSTENGCOMM, 2011, 13 (16) : 5062 - 5070
  • [9] HETEROCYCLIC N-OXIDES AS SYNTHETIC INTERMEDIATES .5. SYNTHESIS OF 5-AMINOPYRIDAZINE 1-OXIDES
    FREEMAN, JP
    GRABIAK, RC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (25) : 3970 - 3974
  • [10] HETEROCYCLIC N-OXIDES AS SYNTHETIC INTERMEDIATES .4. REACTION OF BENZYNE WITH 1,3,4-OXADIAZIN-6-ONE 4-OXIDES AND RELATED COMPOUNDS
    FREEMAN, JP
    GRABIAK, RC
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (15) : 2531 - 2535