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


Reference:

Haywood, J., Morey, J. V., Wheatley, A. E. H., Liu, C. Y., Yasuike, S., Kurita, J., Uchiyama, M. and Raithby, P. R., 2009. Gilman-Type versus Lipshutz-Type Reagents: Competition in Lithiocuprate Chemistry. Organometallics, 28 (1), pp. 38-41.

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Official URL:

http://dx.doi.org/10.1021/om801101u

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.

Details

Item Type Articles
CreatorsHaywood, J., Morey, J. V., Wheatley, A. E. H., Liu, C. Y., Yasuike, S., Kurita, J., Uchiyama, M. and Raithby, P. R.
DOI10.1021/om801101u
DepartmentsFaculty of Science > Chemistry
RefereedYes
StatusPublished
ID Code12517

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