Synthesis of oxime‐based macrocyclic systems by oxidative coupling of an aza‐allyl anion derivative – cyclooligomerization of dioxime diethers

Shimon Shatzmiller*, Naim Menashe, Eytan Shalom, Eliezer Bahar

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Reaction of the dilithium salts of the dioxime diethers 1 gives the polyoxime‐based macrocyclic systems 2–4. Temperature and lithium effects indicate that mixed aggregates play an important role in the formation of these heterocyclic systems by oxidative coupling. An X‐ray structure analysis of 3f has been carried out showing that the thermodynamically unfavored Z configuration is a characteristic feature of this reaction product.

Original languageEnglish
Pages (from-to)1259-1266
Number of pages8
JournalLiebigs Annalen der Chemie
Volume1991
Issue number12
DOIs
StatePublished - 1991

Keywords

  • Aggregates
  • Oligocyclization
  • Oxime Ethers

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