Mixed cyclisations giving phthalocyanine–naphthalocyanine hybrids

Andrew N. Cammidge; Victoria H. M. Goddard; Geoffrey Will; Dennis P. Arnold; Michael J. Cook

doi:10.1016/j.tetlet.2009.03.193

Mixed cyclisations giving phthalocyanine–naphthalocyanine hybrids

Andrew N. Cammidge, Victoria H. M. Goddard, Geoffrey Will, Dennis P. Arnold, Michael J. Cook

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

6 Citations (Scopus)

Abstract

Mixed cyclisations have been performed to give phthalocyanine–naphthalocyanine hybrids bearing solubilising substituents. Reactivity differences between the two phthalonitrile precursors result in inefficient mixed-macrocyclisation under standard, non-templating conditions leading to predominant formation of symmetrical phthalocyanine. Templated mixed-macrocyclisation leads to the hybrids. However, the reaction proceeds with unexpected selectivity with only one of the possible 2:2 products observed.

Original language	English
Pages (from-to)	3013-3016
Number of pages	4
Journal	Tetrahedron Letters
Volume	50
Issue number	25
DOIs	https://doi.org/10.1016/j.tetlet.2009.03.193
Publication status	Published - 2 Apr 2009

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10.1016/j.tetlet.2009.03.193

Cite this

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title = "Mixed cyclisations giving phthalocyanine–naphthalocyanine hybrids",

abstract = "Mixed cyclisations have been performed to give phthalocyanine–naphthalocyanine hybrids bearing solubilising substituents. Reactivity differences between the two phthalonitrile precursors result in inefficient mixed-macrocyclisation under standard, non-templating conditions leading to predominant formation of symmetrical phthalocyanine. Templated mixed-macrocyclisation leads to the hybrids. However, the reaction proceeds with unexpected selectivity with only one of the possible 2:2 products observed.",

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AU - Goddard, Victoria H. M.

AU - Will, Geoffrey

AU - Arnold, Dennis P.

AU - Cook, Michael J.

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AB - Mixed cyclisations have been performed to give phthalocyanine–naphthalocyanine hybrids bearing solubilising substituents. Reactivity differences between the two phthalonitrile precursors result in inefficient mixed-macrocyclisation under standard, non-templating conditions leading to predominant formation of symmetrical phthalocyanine. Templated mixed-macrocyclisation leads to the hybrids. However, the reaction proceeds with unexpected selectivity with only one of the possible 2:2 products observed.

U2 - 10.1016/j.tetlet.2009.03.193

DO - 10.1016/j.tetlet.2009.03.193

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JO - Tetrahedron Letters

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