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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis of spiropyrans as building blocks for molecular switches and dyads
Christoph Beyer1, Hans-Achim Wagenknecht
1University of Regensburg, Institute for Organic Chemistry, 93053 Regensburg, Germany.
Abstract:
The synthesis of spiropyrans was improved significantly with use of ultrasonic radiation. To show the broad applicability of this methodology a range of spiropyrans were prepared which are equipped with iodo, hydroxyl, ethinyl, or azido groups as potential building blocks for conjugation to functional pi-systems or biopolymers. Representatively, the conjugation chemistry was demonstrated for the preparation of spiropyran conjugates with pyrene, perylene, and nile red via the "click"-type cycloaddition. These molecular dyads were characterized by optical spectroscopy.
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