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Angew Chem Int Ed Engl. 2014 Jan 7;53(2):553-6. doi: 10.1002/anie.201306884. Epub 2013 Nov 24.

Insights into the metalation of benzene and toluene by Schlosser's base: a superbasic cluster comprising PhK, PhLi, and tBuOLi.

Author information

1
Anorganische Chemie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, 44227 Dortmund (Germany).

Abstract

The metalation of benzene by Schlosser's base (nBuLi/tBuOK) occurs smoothly in THF at low temperatures to afford a discrete mixed-metal Li2 K4 cluster that contains phenyl anions and tert-butoxide. The aggregate itself exhibits superbasic behavior by metalating toluene. The delocalized benzyl anion obtained this way π bonds to potassium counterions, thereby creating a 2D coordination polymer.

KEYWORDS:

alkali metals; carbanions; heterometallic complexes; superbase metalation

PMID:
24273149
DOI:
10.1002/anie.201306884
[Indexed for MEDLINE]
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