Phthalocyanines bearing bulky cycloalkylmethyl substituents on non-peripheral sites

Andrew N. Cammidge; Chiung-Hui Tseng; Isabelle Chambrier; David L. Hughes; Michael J. Cook

doi:10.1016/j.tetlet.2009.07.016

Phthalocyanines bearing bulky cycloalkylmethyl substituents on non-peripheral sites

Andrew N. Cammidge, Chiung-Hui Tseng, Isabelle Chambrier, David L. Hughes, Michael J. Cook

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

17 Citations (Scopus)

Abstract

Octasubstituted phthalocyanines bearing bulky (cyclopentyl)methyl- and (cyclohexyl)methyl-substituents in non-peripheral positions are prepared and characterised. The synthesis of the precursor phthalonitriles is achieved through nickel-catalysed cross-coupling employing alkylzinc reagents. In the case of the (cyclopentyl)methyl derivative the formal precursor is 5-hexenyl bromide which yields the cyclised material exclusively on formation of the zinc reagent and subsequent cross-coupling.

Original language	English
Pages (from-to)	5254-5256
Journal	Tetrahedron Letters
Volume	50
Issue number	37
DOIs	https://doi.org/10.1016/j.tetlet.2009.07.016
Publication status	Published - 2009

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10.1016/j.tetlet.2009.07.016

Cite this

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title = "Phthalocyanines bearing bulky cycloalkylmethyl substituents on non-peripheral sites",

abstract = "Octasubstituted phthalocyanines bearing bulky (cyclopentyl)methyl- and (cyclohexyl)methyl-substituents in non-peripheral positions are prepared and characterised. The synthesis of the precursor phthalonitriles is achieved through nickel-catalysed cross-coupling employing alkylzinc reagents. In the case of the (cyclopentyl)methyl derivative the formal precursor is 5-hexenyl bromide which yields the cyclised material exclusively on formation of the zinc reagent and subsequent cross-coupling.",

author = "Cammidge, {Andrew N.} and Chiung-Hui Tseng and Isabelle Chambrier and Hughes, {David L.} and Cook, {Michael J.}",

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journal = "Tetrahedron Letters",

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T1 - Phthalocyanines bearing bulky cycloalkylmethyl substituents on non-peripheral sites

AU - Cammidge, Andrew N.

AU - Tseng, Chiung-Hui

AU - Chambrier, Isabelle

AU - Hughes, David L.

AU - Cook, Michael J.

PY - 2009

Y1 - 2009

N2 - Octasubstituted phthalocyanines bearing bulky (cyclopentyl)methyl- and (cyclohexyl)methyl-substituents in non-peripheral positions are prepared and characterised. The synthesis of the precursor phthalonitriles is achieved through nickel-catalysed cross-coupling employing alkylzinc reagents. In the case of the (cyclopentyl)methyl derivative the formal precursor is 5-hexenyl bromide which yields the cyclised material exclusively on formation of the zinc reagent and subsequent cross-coupling.

AB - Octasubstituted phthalocyanines bearing bulky (cyclopentyl)methyl- and (cyclohexyl)methyl-substituents in non-peripheral positions are prepared and characterised. The synthesis of the precursor phthalonitriles is achieved through nickel-catalysed cross-coupling employing alkylzinc reagents. In the case of the (cyclopentyl)methyl derivative the formal precursor is 5-hexenyl bromide which yields the cyclised material exclusively on formation of the zinc reagent and subsequent cross-coupling.

U2 - 10.1016/j.tetlet.2009.07.016

DO - 10.1016/j.tetlet.2009.07.016

M3 - Article

VL - 50

SP - 5254

EP - 5256

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 37

ER -