Welcome to my homepage - Wolfgang Stadlbauer

88. Introduction of Linking Groups by Alkylation of Fluorescent Heterocycles
Wolfgang Stadlbauer*, Werner De Cecco, Gerhard Hojas, Jenny Kremsner, Marek Pazicky, Anamaria Terec-Suciu, Pedro Traar and Georg Uray in Proceedings of ECSOC-6, The Sixth International Electronic Conference on Synthetic Organic Chemistry (ECSOC-6), 2002, S.-K. Lin and J.A. Seijas, (Ed), MPDI, Basel (Switzerland); CD-ROM edition, ISBN 3-906980-11-1, 2002.

Abstract: Quinolin-2-ones of type A having electron donating groups in pos. 6 and 7 are stable fluorescent dyes absorbing close to the visible [1,2]. This makes such carbostyrils interesting to be used in devices utilizing the new blue laser diodes. In this contribution several methods are described to introduce a reactive linker group which allows binding to amino acids or proteins or immobilization at polymers. A versatile variation leads to almost selective functionalization of the nitrogen in position 1 without loss of the luminescence properties. After conversion to stable reactive intermediates mild acylation of amino-acids and proteins gives fluorescent products showing good quantum yield.

Reprint as pdf-file on request

abstract scheme