4.8 Article

Preparation of Polyfunctional Biaryl Derivatives by Cyclolanthanation of 2-Bromobiaryls and Heterocyclic Analogues Using nBu2LaCl.4 LiCl

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 44, Pages 15631-15635

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201908046

Keywords

condensed aromatics; functionalized organometallics; halogen-lanthanum exchange; lanthanides; XAFS

Funding

  1. Deutsche Forschungsgemeinschaft (DFG)
  2. Cluster of Excellence e-conversion
  3. Wuhan University

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Various aryl- and heteroaryl-substituted 2-bromobiaryls are converted to cyclometalated lanthanum intermediates by reaction with nBu(2)LaCl.4 LiCl. These resulting lanthanum heterocycles are key intermediates for the facile preparation of functionalized 2,2 '-diiodobiaryls, silafluorenes, fluoren-9-ones, phenanthrenes, and their related heterocyclic analogues. X-ray absorption fine structure (XAFS) spectroscopy was used to rationalize the proposed structures of the involved organolanthanum species.

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