Issue 6, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

Reaction of a N-anthrylcarbonylthiourea derivative with Cu2+ or H+: unusual rearrangement to a highly fluorescent S-(9-anthryl)isothiouronium salt

Julia L. Bricks,a   Knut Rurack,b   Reiner Radeglia,b   Günter Reck,b   Burkhard Schulz,b   Helmut Sonnenscheinc  and  Ute Resch-Genger*b  

* Corresponding authors

a Institute of Organic Chemistry, National Academy of Sciences of the Ukraine, 94, Murmanskaya 5, Kiev, Ukraine

b Federal Institute for Materials Research and Testing, Richard-Willstätter-Str. 11, Berlin, Germany
Fax: (++4930) 6392 5976

c Institute of Nonclassical Chemistry, Permoserstr. 15, Leipzig, Germany

Abstract

For the fluorescent ligand 1-(9-anthrylcarbonyl)-3,3-tetramethylenethiourea with Cu(ClO4)2 or strong acids an unusual rearrangement reaction occurred yielding a highly emissive S-(9-anthryl)isothiouronium salt. This rearrangement product was characterised by NMR spectroscopy and X-ray analysis as well as absorption and fluorescence spectroscopy. Additionally, the chemical and complexation behaviour of the N-anthrylcarbonylthiourea derivative is compared to that of its naphthyl and phenyl analogues.

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Article information

DOI
https://doi.org/10.1039/B000138O
Article type
Paper
Submitted
10 Jan 2000
Accepted
16 Mar 2000
First published
15 May 2000

J. Chem. Soc., Perkin Trans. 2, 2000, 1209-1214

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Reaction of a N-anthrylcarbonylthiourea derivative with Cu2+ or H+: unusual rearrangement to a highly fluorescent S-(9-anthryl)isothiouronium salt

J. L. Bricks, K. Rurack, R. Radeglia, G. Reck, B. Schulz, H. Sonnenschein and U. Resch-Genger, J. Chem. Soc., Perkin Trans. 2, 2000, 1209 DOI: 10.1039/B000138O

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