4.6 Article

Cyclization of Terphenyl-Bisfluorenols: A Mechanistic Study of the Regioselectvity

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 45, Pages 10689-10697

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201901457

Keywords

cyclization; fluorenes; fluorenol; reaction mechanisms; spiro compounds

Funding

  1. Region Bretagne
  2. GENCI [2018-A0060805032]

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The mechanism of the bicyclization reaction of a series of terphenyl-bisfluorenols into dispiro[fluorene-9,6 '-indeno[1,2-b]fluorene-12 ',9 ''-fluorene] and dispiro[fluorene-9,6 '-indeno[2,1-a]fluorene-12 ',9 ''-fluorene] is reported. Through a combined experimental and theoretical study, the different parameters that drive the regioselectivity of this cyclization reaction have been studied and are presented.

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