Charge-Transfer Adducts of Chalcogenourea Derivatives of N-Heterocyclic Carbenes with Iodine Monochloride

被引:2
|
作者
Saab, Marina [1 ]
Nahra, Fady [2 ,3 ]
Van Hecke, Kristof [1 ]
机构
[1] Univ Ghent, Dept Chem, XStruct, Krijgslaan 281,Bldg S3, B-9000 Ghent, Belgium
[2] Univ Ghent, Dept Chem, Krijgslaan 281,Bldg S3, B-9000 Ghent, Belgium
[3] VITO Flemish Inst Technol Res, Boeretang 200, B-2400 Mol, Belgium
关键词
selenourea; thiourea; N-heterocyclic carbene; iodine monochloride; RAY CRYSTAL-STRUCTURES; STRUCTURAL-CHARACTERIZATION; MOLECULAR ADDUCTS; DIIODINE ADDUCTS; COMPLEXES; MECHANISM; DONORS; SE; BENZIMIDAZOLE-2-THIONE; THIOAMIDES;
D O I
10.3390/M1344
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this communication, we investigate the reaction between seleno- and thiourea, derived from N-heterocyclic carbenes, with the interhalogen iodine monochloride. The formation of all three products was confirmed by NMR spectroscopy, while single-crystal X-ray analyses were able to establish a charge-transfer coordination type, which showed a linear Se/S-I-Cl arrangement, for all adducts formed. Based on a detailed crystallographic analysis, we can deduce the zwitterionic character of these compounds.
引用
收藏
页数:8
相关论文
共 50 条
  • [1] Charge-tagged N-heterocyclic carbenes
    Corilo, Yuri E.
    Nachtigall, Fabiane M.
    Abdelnur, Patricia V.
    Ebeling, Gunter
    Dupont, Jairton
    Eberlin, Marcos N.
    RSC ADVANCES, 2011, 1 (01) : 73 - 78
  • [2] N-Heterocyclic carbenes in organofluorine chemistry
    Reddy, V. Prakash
    Vadapalli, Avinash
    Sinn, Ekkehard
    Hosmane, Narayan
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 747 : 43 - 50
  • [3] The Beginnings of N-Heterocyclic Carbenes
    Kirmse, Wolfgang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (47) : 8798 - 8801
  • [4] N-Heterocyclic Carbenes and Charge Separation in Heterometallic s-Block Silylamides
    Hill, Michael S.
    Kociok-Koehn, Gabriele
    MacDougall, Dugald J.
    INORGANIC CHEMISTRY, 2011, 50 (11) : 5234 - 5241
  • [5] Electrostatic Properties of N-Heterocyclic Carbenes Obtained by Experimental Charge-Density Analysis of Two Selenium Adducts
    Buhl, Hannes
    Verlinden, Kathrin
    Ganter, Christian
    Novakovic, Sladjana B.
    Bogdanovic, Goran A.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2016, (21) : 3389 - 3395
  • [6] Comprehensive Basicity Scales for N-Heterocyclic Carbenes in DMSO: Implications on the Stabilities of N-Heterocyclic Carbene and CO2 Adducts
    Wang, Zhen
    Xue, Xiao-Song
    Fu, Yanhua
    Ji, Pengju
    CHEMISTRY-AN ASIAN JOURNAL, 2020, 15 (01) : 169 - 181
  • [7] Fusing N-Heterocyclic Carbenes with Carborane Anions**
    El-Hellani, Ahmad
    Lavallo, Vincent
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (17) : 4489 - 4493
  • [8] N-Heterocyclic Carbenes in Asymmetric Hydrogenation
    Zhao, Dongbing
    Candish, Lisa
    Paul, Daniel
    Glorius, Frank
    ACS CATALYSIS, 2016, 6 (09): : 5978 - 5988
  • [9] N-Heterocyclic Carbenes in FLP Chemistry
    Kolychev, Eugene L.
    Theuergarten, Eileen
    Tamm, Matthias
    FRUSTRATED LEWIS PAIRS II: EXPANDING THE SCOPE, 2013, 334 : 121 - 155
  • [10] Dehydrochlorination to Silylenes by N-Heterocyclic Carbenes
    Cui, Haiyan
    Shao, Yanjun
    Li, Xiaofei
    Kong, Lingbing
    Cui, Chunming
    ORGANOMETALLICS, 2009, 28 (17) : 5191 - 5195