04.03.2015
Doctoral Dissertation

M.Sc. Tiia-Riikka Tero (Faculty of Mathematics and Science, Organic Chemistry)

Time:

13.3.2015 12:00 — 15:00


Location: Ylistonrinne , Ambiotica, YAA303
Release: Dissertation: 13 Mar 2015: Tetramethoxy resorcinarenes as platforms for fluorescent and halogen bonding systems (Tero)
M.Sc. Tiia-Riikka Tero defends her doctoral dissertation in Organic Chemistry "Tetramethoxy resorcinarenes as platforms for fluorescent and halogen bonding systems". Opponent Professor Enrico Dalcanale (University of Parma, Italy) and custos Professor Maija Nissinen (University of Jyväskylä). The event is in English.

Tiia-Riikka Tero. Photographer: Ilari KuronenM.Sc. Tiia-Riikka Tero defends her doctoral dissertation in Organic Chemistry "Tetramethoxy resorcinarenes as platforms for fluorescent and halogen bonding systems". Opponent Professor Enrico Dalcanale (University of Parma, Italy) and custos Professor Maija Nissinen (University of Jyväskylä). The event is in English.


The synthesis and characterization of new tetramethoxy resorcinarene derivatives are described.  The new compounds are obtained and characterized in solution and solid state, along with halogen bonded networks. A previously unknown derivative of the tetramethoxy resorcinarene platform, methyl tetramethoxy resorcinarene, was synthesized completing the family of tetramethoxy resorcinarenes.

Methyl C1- and ethyl C2-tetramethoxy resorcinarenes were used as platforms for the syntheses of five different pyridine and benzyl functionalized resorcinarene tetrapodands, and for the crown-ether bridged benzofuran resorcinarene derivative. The structural properties of these compounds were studied in solution by NMR spectroscopy and in the solid state by X-ray crystallography. The pyridine functionalized resorcinarene podands were used in the construction of solid state halogen bonded architectures with halobenzene linkers. In solution, although no formation of larger assemblies were observed, halogen bonding between resorcinarenes and the linkers was confirmed; and the observed interactions were supported by computational methods.

The modified macrocycle of the crown-ether bridged benzofuran resorcinarene had characteristic fluorescence properties and the study showed that emission/excitation matrix spectroscopy is a valid tool for structure analysis in solution.

The dissertation is published in the series of Department of Chemistry, University of Jyväskylä, Research report Series, Research Report No. 181, 61 p., Jyväskylä 2014, ISSN 0357-346X, ISBN 978-951-39-6108-4. It is available at the Department of Chemistry, tel. +358 400 247 976, leena.m.mattila@jyu.fi.

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tiia-riikka.tero@jyu.fi