The Radical-anions and Dianions of Aromatic Hydrocarbons in Metallation Reactions
作者： Eduard S Petrov , M I Terekhova , A I Shatenshtein
DOI: 10.1070/RC1973V042N09ABEH002712
关键词:
摘要: The review gives a general account of the literature data on behaviour radical-anions and dianions aromatic hydrocarbons in reactions involving metallation aliphatic–aromatic compounds discusses mechanisms these reactions, role counterion, degree its solvation, type ionic association complexes solutions reactants being emphasised. Since carbanions dihydro-derivatives are formed course presented also their involvement processes. relative protophilic properties three types metallating agents, established experimentally determined from localisation energies protonation calculated by Pariser–Parr–Pople method, compared. bibliography includes 120 references.
physicsweb.org
harvard.edu参考文章(77)
Donald James Cram, Fundamentals of Carbanion Chemistry ,(1965)
Michael Szwarc, Carbanions, Living Polymers and Electron Transfer Processes ,(1968)
Lars C. S. Melander, Isotope Effects on Reaction Rates ,(1960)
J. IDRIS JONES, Advances in Organic Chemistry Nature. ,vol. 205, pp. 118- 119 ,(1965) , 10.1038/205118A0
John J. Eisch, William C. Kaska, Chemistry of Alkali Metal-unsaturated Hydrocarbon Adducts. I. Metalations with Lithium Metal Adducts of Biphenyl Systems1 Journal of Organic Chemistry. ,vol. 27, pp. 3745- 3752 ,(1962) , 10.1021/JO01058A001
Michael Szwarc, Ions and ion pairs Accounts of Chemical Research. ,vol. 2, pp. 87- 96 ,(1969) , 10.1021/AR50015A004
Shelton Bank, Bradley Bockrath, Reactions of aromatic radical anions. VI. Kinetic study of the reaction of sodium naphthalene with water Journal of the American Chemical Society. ,vol. 93, pp. 430- 437 ,(1971) , 10.1021/JA00731A021
Arthur J. Birch, The reduction of organic compounds by metal-ammonia solutions Quarterly Reviews, Chemical Society. ,vol. 4, pp. 69- 93 ,(1950) , 10.1039/QR9500400069
Shigeo Hayano, Masamichi Fujihira, The Protonation of Aromatic Hydrocarbon Radical Anions. I. A Comparison of Methods and a Study of the Mechanism Bulletin of the Chemical Society of Japan. ,vol. 44, pp. 1496- 1503 ,(1971) , 10.1246/BCSJ.44.1496
George W. Watt, Reactions of Inorganic Substances with Solutions of Metals in Liquid Ammonia. Chemical Reviews. ,vol. 46, pp. 289- 315 ,(1950) , 10.1021/CR60144A002