Synthesis 2017; 49(06): 1214-1222
DOI: 10.1055/s-0036-1588913
paper
© Georg Thieme Verlag Stuttgart · New York

Design and Synthesis of Ʌ-Shaped Photoswitchable Compounds Employing Tröger’s Base Scaffold

Masoud Kazem-Rostami*
Department of Chemistry and Biomolecular Sciences, Macquarie University, North Ryde, NSW 2109, Australia   Email: masoud.kazem-rostami@hdr.mq.edu.au   Email: masoud.kr@gmail.com
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Further Information

Publication History

Received: 18 September 2016

Accepted after revision: 24 October 2016

Publication Date:
05 December 2016 (online)


Dedicated to the memory of Dr. Walter Hünlich

Abstract

The production of azo derivatives of a di-amino analogue of Tröger’s base (Hünlich base), by employing the standard procedures of diazotization, azo-coupling and Williamson etherification is described here. These versatile molecules possess a Λ-shaped core, photoswitchable groups and some carry two modifiable extremities to enable further synthesis or molecular assembly. The synthesis is straightforward and requires inexpensive starting materials, which facilitates their application to different fields of research such as light-driven molecular machine design.

Supporting Information