Aryl trihydroxyborates: Easily isolated discrete species convenient for direct application in coupling reactions

Andrew N. Cammidge; Victoria H. M. Goddard; Hemant Gopee; Nicola L. Harrison; David L. Hughes; Christopher J. Schubert; Benjamin M. Sutton; Gary L. Watts; Andrew J. Whitehead

doi:10.1021/ol061564w

Aryl trihydroxyborates: Easily isolated discrete species convenient for direct application in coupling reactions

Andrew N. Cammidge, Victoria H. M. Goddard, Hemant Gopee, Nicola L. Harrison, David L. Hughes, Christopher J. Schubert, Benjamin M. Sutton, Gary L. Watts, Andrew J. Whitehead

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

106 Citations (Scopus)

Abstract

A conceptually and practically simple alternative approach to the use of arylboron species as the organometallic component in cross-coupling processes is described whereby trihydroxyborate salts are isolated and directly employed. The protocol derives practical benefit from the ease and convenience of the isolation and subsequent use of the discrete borate salts, eliminates the need for additional base, and aids the use of correct reaction stoichiometry.

Original language	English
Pages (from-to)	4071-4074
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	18
DOIs	https://doi.org/10.1021/ol061564w
Publication status	Published - 2006

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10.1021/ol061564w

Cite this

@article{9be020b2c6784000b50160164992f066,

title = "Aryl trihydroxyborates: Easily isolated discrete species convenient for direct application in coupling reactions",

abstract = "A conceptually and practically simple alternative approach to the use of arylboron species as the organometallic component in cross-coupling processes is described whereby trihydroxyborate salts are isolated and directly employed. The protocol derives practical benefit from the ease and convenience of the isolation and subsequent use of the discrete borate salts, eliminates the need for additional base, and aids the use of correct reaction stoichiometry.",

author = "Cammidge, {Andrew N.} and Goddard, {Victoria H. M.} and Hemant Gopee and Harrison, {Nicola L.} and Hughes, {David L.} and Schubert, {Christopher J.} and Sutton, {Benjamin M.} and Watts, {Gary L.} and Whitehead, {Andrew J.}",

year = "2006",

doi = "10.1021/ol061564w",

language = "English",

volume = "8",

pages = "4071--4074",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "18",

}

Aryl trihydroxyborates: Easily isolated discrete species convenient for direct application in coupling reactions. / Cammidge, Andrew N.; Goddard, Victoria H. M.; Gopee, Hemant; Harrison, Nicola L.; Hughes, David L.; Schubert, Christopher J.; Sutton, Benjamin M.; Watts, Gary L.; Whitehead, Andrew J.

In: Organic Letters, Vol. 8, No. 18, 2006, p. 4071-4074.

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

TY - JOUR

T1 - Aryl trihydroxyborates: Easily isolated discrete species convenient for direct application in coupling reactions

AU - Cammidge, Andrew N.

AU - Goddard, Victoria H. M.

AU - Gopee, Hemant

AU - Harrison, Nicola L.

AU - Hughes, David L.

AU - Schubert, Christopher J.

AU - Sutton, Benjamin M.

AU - Watts, Gary L.

AU - Whitehead, Andrew J.

PY - 2006

Y1 - 2006

N2 - A conceptually and practically simple alternative approach to the use of arylboron species as the organometallic component in cross-coupling processes is described whereby trihydroxyborate salts are isolated and directly employed. The protocol derives practical benefit from the ease and convenience of the isolation and subsequent use of the discrete borate salts, eliminates the need for additional base, and aids the use of correct reaction stoichiometry.

AB - A conceptually and practically simple alternative approach to the use of arylboron species as the organometallic component in cross-coupling processes is described whereby trihydroxyborate salts are isolated and directly employed. The protocol derives practical benefit from the ease and convenience of the isolation and subsequent use of the discrete borate salts, eliminates the need for additional base, and aids the use of correct reaction stoichiometry.

U2 - 10.1021/ol061564w

DO - 10.1021/ol061564w

M3 - Article

VL - 8

SP - 4071

EP - 4074

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 18

ER -