A novel fluorescent chemosensor for Cu(II) in aqueous solution based on a beta-aminobisphosphonate receptor

Sukanta Kamila; John F. Callan; Ray C. Mulrooney; Moira Middleton

doi:10.1016/j.tetlet.2007.09.029

A novel fluorescent chemosensor for Cu(II) in aqueous solution based on a beta-aminobisphosphonate receptor

Sukanta Kamila, John F. Callan, Ray C. Mulrooney, Moira Middleton

Faculty Of Life & Health Sciences

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

28 Citations (Scopus)

Abstract

A novel beta-aminobisphosphonate receptor has been combined with naphthalene in the fluorophore-spacer-receptor format of a typical photoinduced electron transfer (PET) based sensor. The sensor was synthesised in two steps by first reacting aminomethylnaphthalene with diethyl vinylphosphonate to produce the parent tetraester, followed by deprotection with bromotrimethylsilane to afford the desired sensor. The fluorescence emission of the sensor was observed to remain `On' over a wide pH range (2-10). Cu(II) was found to bind strongly to the sensor resulting in an `On-Off' fluorescent response with sensitivity in the mu M range. (C) 2007 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	7756-7760
Journal	Tetrahedron Letters
Volume	48
Issue number	44
DOIs	https://doi.org/10.1016/j.tetlet.2007.09.029
Publication status	Published (in print/issue) - Oct 2007

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title = "A novel fluorescent chemosensor for Cu(II) in aqueous solution based on a beta-aminobisphosphonate receptor",

abstract = "A novel beta-aminobisphosphonate receptor has been combined with naphthalene in the fluorophore-spacer-receptor format of a typical photoinduced electron transfer (PET) based sensor. The sensor was synthesised in two steps by first reacting aminomethylnaphthalene with diethyl vinylphosphonate to produce the parent tetraester, followed by deprotection with bromotrimethylsilane to afford the desired sensor. The fluorescence emission of the sensor was observed to remain `On' over a wide pH range (2-10). Cu(II) was found to bind strongly to the sensor resulting in an `On-Off' fluorescent response with sensitivity in the mu M range. (C) 2007 Elsevier Ltd. All rights reserved.",

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AU - Mulrooney, Ray C.

AU - Middleton, Moira

PY - 2007/10

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AB - A novel beta-aminobisphosphonate receptor has been combined with naphthalene in the fluorophore-spacer-receptor format of a typical photoinduced electron transfer (PET) based sensor. The sensor was synthesised in two steps by first reacting aminomethylnaphthalene with diethyl vinylphosphonate to produce the parent tetraester, followed by deprotection with bromotrimethylsilane to afford the desired sensor. The fluorescence emission of the sensor was observed to remain `On' over a wide pH range (2-10). Cu(II) was found to bind strongly to the sensor resulting in an `On-Off' fluorescent response with sensitivity in the mu M range. (C) 2007 Elsevier Ltd. All rights reserved.

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DO - 10.1016/j.tetlet.2007.09.029

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 44

ER -

A novel fluorescent chemosensor for Cu(II) in aqueous solution based on a beta-aminobisphosphonate receptor

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