Gilman-type versus Lipshutz-type reagents: Competition in lithiocuprate chemistry

Joanna Haywood; James V. Morey; E. H.Andrew Wheatley; Ching Yuan Liu; Shuji Yasuike; Jyoji Kurita; Masanobu Uchiyama; Paul R. Raithby

doi:10.1021/om801101u

Gilman-type versus Lipshutz-type reagents: Competition in lithiocuprate chemistry

Joanna Haywood, James V. Morey, E. H.Andrew Wheatley, Ching Yuan Liu, Shuji Yasuike, Jyoji Kurita, Masanobu Uchiyama, Paul R. Raithby

Department of Chemical and Materials Engineering

Research output: Contribution to journal › Article › peer-review

30 Scopus citations

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 language	English
Pages (from-to)	38-41
Number of pages	4
Journal	Organometallics
Volume	28
Issue number	1
DOIs	https://doi.org/10.1021/om801101u
State	Published - 12 Jan 2009

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title = "Gilman-type versus Lipshutz-type reagents: Competition in lithiocuprate chemistry",

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.",

author = "Joanna Haywood and Morey, {James V.} and Wheatley, {E. H.Andrew} and Liu, {Ching Yuan} and Shuji Yasuike and Jyoji Kurita and Masanobu Uchiyama and Raithby, {Paul R.}",

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T1 - Gilman-type versus Lipshutz-type reagents

T2 - Competition in lithiocuprate chemistry

AU - Haywood, Joanna

AU - Morey, James V.

AU - Wheatley, E. H.Andrew

AU - Liu, Ching Yuan

AU - Yasuike, Shuji

AU - Kurita, Jyoji

AU - Uchiyama, Masanobu

AU - Raithby, Paul R.

PY - 2009/1/12

Y1 - 2009/1/12

N2 - 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.

AB - 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.

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U2 - 10.1021/om801101u

DO - 10.1021/om801101u

M3 - 期刊論文

AN - SCOPUS:61849101467

SN - 0276-7333

VL - 28

SP - 38

EP - 41

JO - Organometallics

JF - Organometallics

IS - 1

ER -

Gilman-type versus Lipshutz-type reagents: Competition in lithiocuprate chemistry

Abstract

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