Direct Amination of Cobaltocenium Hexafluoridophosphate via Vicarious Nucleophilic Substitution

被引:9
|
作者
Jochriem, Markus [1 ]
Bosch, Dominik [1 ]
Kopacka, Holger [1 ]
Bildstein, Benno [1 ]
机构
[1] Univ Innsbruck, Ctr Chem & Biomed, Inst Gen Inorgan & Theoret Chem, Innrain 80-82, A-6020 Innsbruck, Austria
基金
奥地利科学基金会;
关键词
COMPLEXES SYNTHESIS; REAGENT;
D O I
10.1021/acs.organomet.9b00205
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this communication we report a convenient, as short as possible synthesis of aminocobaltocenium hexafluoridophosphate, a very useful compound for further functionalization in cobaltocenium chemistry. Via vicarious nucleophilic substitution of hydrogen of cobaltocenium hexafluoridophosphate with 1,1,1-trimethylhydrazinium iodide as nucleophile bearing its own leaving group, a one-step amination of cobaltocenium in 50% isolated yield is possible, a major improvement over the standard multistep procedure involving common Curtius rearrangement chemistry.
引用
收藏
页码:2278 / 2279
页数:2
相关论文
共 50 条
  • [41] Asymmetric aromatic vicarious nucleophilic substitution of hydrogen
    Drew, MD
    Jackson, DA
    Lawrence, NJ
    Liddle, J
    Pritchard, RG
    CHEMICAL COMMUNICATIONS, 1997, (02) : 189 - 190
  • [42] REACTIONS OF ORGANIC-ANIONS .145. DIRECT FORMYLATION OF NITROARENES VIA VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN
    MAKOSZA, M
    OWCZARCZYK, Z
    TETRAHEDRON LETTERS, 1987, 28 (26) : 3021 - 3022
  • [43] Vicarious nucleophilic substitution of hydrogen in nitrophenyl toluenesulfonates
    Makosza, M
    Ziobrowski, T
    Serebriakov, M
    Kwast, A
    TETRAHEDRON, 1997, 53 (13) : 4739 - 4750
  • [44] Computational study of vicarious nucleophilic substitution reactions
    Meneses, Lorena
    Morocho, Shirley
    Castellanos, Alejandra
    Cuesta, Sebastian
    JOURNAL OF MOLECULAR MODELING, 2017, 23 (10)
  • [45] Application of vicarious nucleophilic substitution in organic synthesis
    Makosza, M
    Wojciechowski, K
    LIEBIGS ANNALEN-RECUEIL, 1997, (09): : 1805 - 1816
  • [46] Vicarious nucleophilic substitution of (chloroalkyl)heterocycles with nitroarenes
    Florio, S
    Lorusso, P
    Luisi, R
    Granito, C
    Ronzini, L
    Troisi, L
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (10) : 2118 - 2124
  • [47] REACTIONS OF ORGANIC-ANIONS .171. DIRECT ALKYLATION OF NITROARENES VIA VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN
    WROBEL, Z
    MAKOSZA, M
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1990, 22 (05) : 575 - 578
  • [48] Simple Synthesis of Dimethyl Nitrobenzhydrylphosphonates and Heteroarylnitroarylacetonitriles via Vicarious Nucleophilic Substitution (VNS) Reaction
    Makosza, Mieczyslaw
    Bechcicka, Malgorzata
    Wojciechowski, Krzysztof
    SYNTHESIS-STUTTGART, 2021, 53 (01): : 175 - 181
  • [49] A SIMPLE SYNTHESIS OF (NITROARYL)ETHYLENE DERIVATIVES VIA THE VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN
    MAKOSZA, M
    TYRALA, A
    SYNTHESIS-STUTTGART, 1987, (12): : 1142 - 1144
  • [50] Direct Amination of Nitroquinoline Derivatives via Nucleophilic Displacement of Aromatic Hydrogen
    Wantulok, Jakub
    Swoboda, Daniel
    Nycz, Jacek E.
    Ksiazek, Maria
    Kusz, Joachim
    Malecki, Jan Grzegorz
    Kubicek, Vladimir
    MOLECULES, 2021, 26 (07):