Lithium–tellurium Exchange Reaction. A Convenient Method for Generation of Heteroatom-Substituted Methyllithiums

Tomoki Hiiro, Yasunori Atarashi, Nobuakl Kambe*, Shin Ichi Fujiwara, Akiya Ogawa, Ilhyong Ryu, Noboru Sonoda

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

A variety of heteroatom-substituted methyl-lithiums (GCH 2 Li; G = MeOCH 2 CH 2 O–, PhCH 2 O–, Me 2 N–, Me 3 Si–, Me 3 Ge–, n Bu 3 Sn–, n BuTe–) were generated by the lithium–tellurium exchange reaction of corresponding tellurides with butyllithium and were trapped with electrophiles. The potent utility of bis(butyltelluro)methane as a methylene dianion synthon was demonstrated, where both of the butyltelluro groups were displaced stepwise by different electrophiles with use of this metalation/trapping sequence repeated twice.

Original languageEnglish
Pages (from-to)1355-1357
Number of pages3
JournalOrganometallics
Volume9
Issue number4
DOIs
StatePublished - 1 Jan 1990

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