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M. Seifried, C. Knoll, D. Müller, P. Weinberger:
"Functionalization of N-substituted 1H-tetrazoles: towards an easy library synthesis";
Vortrag: ECOSTBio: 7th Scientific Workshop, Trinity College Dublin; 14.12.2017 - 15.12.2017; in: "Booklet", (2017), S. 12.

Substituted tetrazoles are mainly known for their applicability as carboxylic acid bioisosteres in drug design and as ligands for spin crossover complexes. The substitution pattern is commonly introduced by using an appropriate substituted precursor, namely the primary amine or isonitrile, for the ring formation, instead by a subsequent post-functionalization after tetrazole synthesis. In this context, the biggest hindrance regarding a bigger variety of substitution patterns is the limited availability or often tedious synthetic preparation of the necessary precursor. Therefore, we focused on possible post-functionalization procedures based on cross-coupling protocols to
introduce functionality after ring closure. Frequently used coupling reactions, such as Suzuki, Heck and Sonogashira, were adapted to work on corresponding tetrazole derivates and were used to produce a variety of ligands with different functionalities and substitutional patterns. This drastically helps to systematically investigate the influence of substitution effects on the spin crossover behaviour of the respective iron(II) spin crossover compounds.

tetrazoles, Suzuki coupling, Heck coupling, Sonogashira coupling

http://publik.tuwien.ac.at/files/publik_264793.pdf