The electronic structure of the planarized Blatter radical and its derivatives

Hande, Aniket

Permalink

https://hdl.handle.net/2142/104522 Copy

Description

Title

The electronic structure of the planarized Blatter radical and its derivatives

Author(s)

Hande, Aniket

Contributor(s)

• Chrostowska, Anna
• Kaszynski, Piotr
• Darrigan, Clovis

Issue Date

2019-06-19

Keyword(s)

• Electronic structure
• Potential energy surfaces

Abstract

"In recent years, derivatives of the 1,4 dihydrobenzo[e][1,2,4]triazin-4-yl radical (e.g. the Blatter1 radical \footnote{Blatter, H. M.; Lukaszewski, H. A New Stable Free Radical. Tetrahedron Lett. 1968, 9, 2701–2705.}) are gaining much interest due to their properties, such as exceptional stability, spin $\Pi$-delocalization, narrow electrochemical window and low excitation energies. For these reasons, a rapidly increasing attention is given to these radicals as structural elements of advanced materials.\footnote{Jasiński, M.; Szczytko, J.; Pociecha, D.; Monobe, H.; Kaszyński, P. ""Substituent-dependent magnetic behavior of discotic benzo[e][1,2,4]triazinyls"", J. Am. Chem. Soc. 2016, 138, 9421-9424. Kapuściński, S.; Gardias, A.; Pociecha, D.; Jasiński, M.; Szczytko, J.; Kaszyński, P. ""Paramagnetic bent-core mesogens derived from the 1,4-dihydrobenzo[e][1,2,4]triazin-4-yl"", J. Mater. Chem. C, 2018, 6, 3079–3088.} Their design requires, however, a good understanding of the electronic structure of these electro-, photo- and magnetically active molecular components. Recent advances in the chemistry of the 1,4-dihydrobenzo[e][1,2,4]triazin-4-yl demonstrated access to the parent “planarized” Blatter radical, in which more effective spin delocalization onto the Ph ring at the N(1) position is observed.\footnote{Kaszyński, P.; Constantinides, C. P.; Young, V. G. The Planar Blatter Radical: Structural Chemistry of 1,4-Dihydrobenzo[e][1,2,4]triazin-4-yls. Angew. Chem. 2016, 128, 11315–11318.} In order to better understand the impact of electronic delocalization on properties of the radicals, a series of derivatives has been prepared and investigated by computational and spectroscopy methods. Herein we present determination of the electronic structure of a series of substituted planar radical using UV photoelectron spectroscopy (UV-PES), EPR, and UV-vis spectroscopy."

Publisher

International Symposium on Molecular Spectroscopy

Type of Resource

text

Language

eng

Permalink

http://hdl.handle.net/2142/104522

DOI

https://doi.org/10.15278/isms.2019.WD10

Copyright and License Information

Copyright 2019 Aniket Hande

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