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Collect. Czech. Chem. Commun. 1987, 52, 2710-2716
https://doi.org/10.1135/cccc19872710

Metallation of benzene with the system organolithium compound-potassium tert-pentoxide

Lubomír Lochmann

Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06 Prague 6

Crossref Cited-by Linking

  • Jennewein Bianca, Kimpel Sascha, Thalheim Daniel, Klett Jan: Towards the Next Generation of Lochmann–Schlosser Superbases: A Potassium Neopentyl/Alkoxy Aggregate used in the Tetra‐Functionalization of Ferrocene. Chemistry A European J 2018, 24, 7605. <https://doi.org/10.1002/chem.201800608>
  • Kaiser Maximillian, Klett Jan: The hetero-cubane structures of the heavy alkali metal tert-amyloxides [MOCMe2Et]4 (M = K, Rb, Cs). Dalton Trans. 2018, 47, 12582. <https://doi.org/10.1039/C8DT01545G>
  • Benrath Philipp, Kaiser Maximilian, Limbach Thomas, Mondeshki Mihail, Klett Jan: Die Reaktion von Neopentyllithium mit Kalium‐tert‐butoxid: Bildung einer alkanlöslichen Lochmann‐Schlosser‐Superbase. Angewandte Chemie 2016, 128, 11045. <https://doi.org/10.1002/ange.201602792>
  • Ohsato Takuto, Okuno Yuri, Ishida Shintaro, Iwamoto Takeaki, Lee Ka‐Ho, Lin Zhenyang, Yamashita Makoto, Nozaki Kyoko: A Potassium Diboryllithate: Synthesis, Bonding Properties, and the Deprotonation of Benzene. Angewandte Chemie 2016, 128, 11598. <https://doi.org/10.1002/ange.201605005>
  • Benrath Philipp, Kaiser Maximilian, Limbach Thomas, Mondeshki Mihail, Klett Jan: Combining Neopentyllithium with Potassium tert‐Butoxide: Formation of an Alkane‐Soluble Lochmann–Schlosser Superbase. Angew Chem Int Ed 2016, 55, 10886. <https://doi.org/10.1002/anie.201602792>
  • Ohsato Takuto, Okuno Yuri, Ishida Shintaro, Iwamoto Takeaki, Lee Ka‐Ho, Lin Zhenyang, Yamashita Makoto, Nozaki Kyoko: A Potassium Diboryllithate: Synthesis, Bonding Properties, and the Deprotonation of Benzene. Angew Chem Int Ed 2016, 55, 11426. <https://doi.org/10.1002/anie.201605005>
  • Lochmann Lubomír, Janata Miroslav: 50 years of superbases made from organolithium compounds and heavier alkali metal alkoxides. cent.eur.j.chem. 2014, 12, 537. <https://doi.org/10.2478/s11532-014-0528-0>
  • Mongin Florence, Harrison-Marchand Anne: Mixed AggregAte (MAA): A Single Concept for All Dipolar Organometallic Aggregates. 2. Syntheses and Reactivities of Homo/HeteroMAAs. Chem. Rev. 2013, 113, 7563. <https://doi.org/10.1021/cr3002966>
  • Tilly David, Magolan Jakob, Mortier Jacques: Directed Remote Aromatic Metalations: Mechanisms and Driving Forces. Chemistry A European J 2012, 18, 3804. <https://doi.org/10.1002/chem.201103920>
  • Seyferth Dietmar: Alkyl and Aryl Derivatives of the Alkali Metals: Strong Bases and Reactive Nucleophiles. 2. Wilhelm Schlenk’s Organoalkali-Metal Chemistry. The Metal Displacement and the Transmetalation Reactions. Metalation of Weakly Acidic Hydrocarbons. Superbases. Organometallics 2009, 28, 2. <https://doi.org/10.1021/om801047n>
  • Tilly David, Samanta Subhendu S., Castanet Anne‐Sophie, De Asish, Mortier Jacques: The Expedient and Regioselective Metalation of Unprotected Biphenyl‐2‐, ‐3‐, and ‐4‐carboxylic Acids. Eur J Org Chem 2006, 2006, 174. <https://doi.org/10.1002/ejoc.200500469>
  • Tilly David, Samanta Subhendu S., De Asish, Castanet Anne-Sophie, Mortier Jacques: Contribution to the Study of the Mechanism of Directed Remote-Metalation. Evidence for the Intermediacy of a Geminal Dimetallo Dialkoxide C(OM)2 (M = Li, K), First Doubly Charged Director of Ortho Metalation. Org. Lett. 2005, 7, 827. <https://doi.org/10.1021/ol0474709>
  • Maréchal Jean-Marc, Carlotti Stéphane, Shcheglova Larisa, Deffieux Alain: Stereoregulation in the anionic polymerization of styrene initiated by superbases. Polymer 2003, 44, 7601. <https://doi.org/10.1016/j.polymer.2003.09.051>
  • Janata Miroslav, Lochmann Lubomír, Brus Jiří, Vlček Petr: Selective Grafting of Block Copolymers. 2. Multimetalated (Co)polymers as Initiators for Grafting Process. Model Metalation Studies. Macromolecules 2001, 34, 1593. <https://doi.org/10.1021/ma001004r>
  • Lochmann Lubomir, Fréchet Jean M. J.: Controlled Functionalization of Polystyrene:  Introduction of Reactive Groups by Multisite Metalation with Superbase and Reaction with Electrophiles. Macromolecules 1996, 29, 1767. <https://doi.org/10.1021/ma951285g>
  • Lochmann Lubomír, Petránek Jaromír: More efficient metallation of alkylbenzenes by modified superbases from butyllithium and potassium alkoxides. Effect of alkoxide structure and concentration. Tetrahetron Lett 1991, 32, 1483. <https://doi.org/10.1016/0040-4039(91)80364-C>
  • Lochmann L., Fossatelli M., Brandsma L.: Dimetallation of benzene. Recl. Trav. Chim. Pays‐Bas 1990, 109, 529. <https://doi.org/10.1002/recl.19901091008>
  • Andringa H., Verkruijsse H.D., Brandsma L., Lochmann L.: Interaction of alkoxides XVIII. Utilitization of the complex base from alkyllithium and potassium alkoxides in the dimetallation of phenol, thiophenol, o-, m- and p-cresol. J Organomet Chem 1990, 393, 307. <https://doi.org/10.1016/0022-328X(90)85160-Z>
  • Schlosser Manfred, Jung Hoon Choi, Takagishi Sadahito: Selective mono- or dimetalation of arenes by means of superbasic reagents. Tetrahedron 1990, 46, 5633. <https://doi.org/10.1016/S0040-4020(01)87763-2>
  • Lochmann L.: Interaction of alkoxides. J Organomet Chem 1989, 364, 281. <https://doi.org/10.1016/0022-328X(89)87137-2>
  • Lochmann L.: Interactions of alkoxides. J Organomet Chem 1989, 376, 1. <https://doi.org/10.1016/0022-328X(89)88067-2>