Synthesis and Properties of Sila[n]helicenes via Dehydrogenative Silylation of C-H Bonds under Rhodium Catalysis

Masahito Murai, Ryo Okada, Atsushi Nishiyama, Kazuhiko Takai

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

Use of a rhodium catalyst with (R)-(S)-BPPFA ligand allows efficient synthesis of sila[n]helicenes via dehydrogenative silylation of C-H bonds. By selecting the proper ligands, the current method provides the ability to prepare unsymmetrical sila[n]helicene derivatives without any oxidants. The resulting sila[6]helicene is a rare example of a five-membered ring-fused [6]helicene, which was isolated as a single pure enantiomer without substituents on the terminal benzene rings.

Original languageEnglish
Pages (from-to)4380-4383
Number of pages4
JournalOrganic Letters
Volume18
Issue number17
DOIs
Publication statusPublished - Sep 2 2016

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Rhodium
Catalysis
rhodium
catalysis
Ligands
ligands
Enantiomers
rings
enantiomers
synthesis
Benzene
Oxidants
benzene
Derivatives
catalysts
Catalysts
helicenes

ASJC Scopus subject areas

  • Biochemistry
  • Medicine(all)
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis and Properties of Sila[n]helicenes via Dehydrogenative Silylation of C-H Bonds under Rhodium Catalysis. / Murai, Masahito; Okada, Ryo; Nishiyama, Atsushi; Takai, Kazuhiko.

In: Organic Letters, Vol. 18, No. 17, 02.09.2016, p. 4380-4383.

Research output: Contribution to journalArticle

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