Synthesis of Te-Butyl Tellurocarboxylates by the Reaction of Esters with iBu2AlTenBu

Toru Inoue, Takanobu Takeda, Nobuaki Kambe*, Akiya Ogawa, Ilhyong Ryu, Noboru Sonoda

*Corresponding author for this work

Research output: Contribution to journalArticle

11 Scopus citations

Abstract

A variety of esters were converted to corresponding tellurol esters in moderate to good yields by the reaction with iBu2AlTenBu. This transesterification proceeds smoothly in nonpolar solvents. Aryl esters reacted efficiently in comparison with alkyl esters. Addition of a catalytic amount of PPh3 or ZnCl2 accelerated the reaction and improved the yields. Substituents on the oxygen of esters exert significant steric effects on this transesterification, but the reaction is insensitive to the steric bulkiness of substituents on the carbonyl carbon. Competitive reactions of substituted ethyl benzoates showed a small positive ϱ value of 0.43 against σ+.

Original languageEnglish
Pages (from-to)4543-4546
Number of pages4
JournalOrganometallics
Volume13
Issue number11
DOIs
StatePublished - 1 Nov 1994

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