Gilman-Type versus Lipshutz-Type Reagents: Competition in Lithiocuprate Chemistry

J Haywood, J V Morey, A E H Wheatley, C Y Liu, S Yasuike, J Kurita, M Uchiyama, Paul R Raithby

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

CuCN reacts with RLi and TMPLi (TMP = 2,2.6,6-tetramethylpiperidide) to give Gilman-type cuprates R(TMP)CuLi.nL (R = Ph, n = 3, L = THF 2; R = Me, n = 1, L = TMEDA 3). 3 and 3.LiCN have been tested in directed ortho cupration with data suggesting enhanced efficiency for Lipshutz-type 3.LiCN; competition between Lipshutz- and Gilman-type formulations is rationalized by DFT methods.
Original languageEnglish
Pages (from-to)38-41
Number of pages4
JournalOrganometallics
Volume28
Issue number1
DOIs
Publication statusPublished - 2009

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