Polyene cyclization by a double intramolecular heck reaction. A DFT study

David Balcells, Feliu Maseras, Brian A. Keay, Tom Ziegler

Research output: Contribution to journalArticleResearchpeer-review

32 Citations (Scopus)

Abstract

The cyclization of aryl polyene triflate catalyzed by a Pd(II)-BINAP complex in a Heck type reaction was studied by density functional theory (DFT) model. The two migratory insertion steps, where the identity of the final reaction products is identified, were focused. The results show the thermodynamic favor of β-elimination on the endo intermediates over the β-elimination on the exo intermediates. The reversibility of the reaction was shown by the results of the β-elimination on the endo intermediates.
Original languageEnglish
Pages (from-to)2784-2796
JournalOrganometallics
Volume23
Issue number11
DOIs
Publication statusPublished - 24 May 2004

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