Stepwise delivery of two methoxy groups of arylaldehyde acetals across the phenyl ring. Vacant site-controlled palladium catalysis

Itaru Nakamura, Yuya Mizushima, Ilya Gridnev, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

48 Citations (Scopus)

Abstract

A new catalytic cyclization of o-alkynylbenzaldehyde acetals 1 to the functionalized indenes 2 was found to be strictly controlled by the number of triphenylphosphine ligands on the Pd catalyst. Only complexes with three available coordination sites on Pd catalyze this reaction. Mechanistic study suggests that π-coordination of Pd to the benzene ring is a key step controlled by the number of vacant coordination sites.

Original languageEnglish
Pages (from-to)9844-9847
Number of pages4
JournalJournal of the American Chemical Society
Volume127
Issue number27
DOIs
Publication statusPublished - 2005 Jul 13
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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