Synthesis and structural characterization of a highly substituted triazine ring comprising a sterically flexible methylene linker and coordinating substituents

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Details zur Publikation

Autor(en): Werle C, Yin CJ, Heinemann F, Hauser C, Meyer K
Zeitschrift: Tetrahedron Letters
Verlag: PERGAMON-ELSEVIER SCIENCE LTD
Jahr der Veröffentlichung: 2017
Band: 58
Heftnummer: 28
Seitenbereich: 2715-2719
ISSN: 0040-4039


Abstract

The efficient multi-step, large-scale synthesis, spectroscopic characterization and solid-state molecular structure of a new type of three-fold functionalized, sterically demanding triazine is reported. The aromatic heterocycle 6,6 ',6('')((1,3,5-triazine-2,4,6-triy1)tris(methylene))tris(2,4-di-tert-butylphenol) possesses three 2,4-di-tert-butylphenol synthons bound to the 1,3,5-triazine ring via synthetically challenging methylene linkages in the 2,4,6 positions. The key to success was found in the generation of a highly reactive imidate hydrochloride salt, namely ethyl 2-(3,5-di-tert-butyl-2-methoxyphenyl)acetimidate hydrochloride, that readily undergoes cyclotrimerization. The reported preparation opens new perspectives in the design and synthesis of novel triazine molecules bearing flexible and sterically demanding functionalized groups for various applications. (C) 2017 Elsevier Ltd. All rights reserved.


FAU-Autoren / FAU-Herausgeber

Hauser, Christina Dr.
Lehrstuhl für Anorganische und Allgemeine Chemie
Heinemann, Frank Dr.
Lehrstuhl für Anorganische und Allgemeine Chemie
Meyer, Karsten Prof. Dr.
Lehrstuhl für Anorganische und Allgemeine Chemie
Werle, Christophe Dr.
Lehrstuhl für Anorganische und Allgemeine Chemie
Yin, Chih-Juo
Lehrstuhl für Anorganische und Allgemeine Chemie


Zitierweisen

APA:
Werle, C., Yin, C.-J., Heinemann, F., Hauser, C., & Meyer, K. (2017). Synthesis and structural characterization of a highly substituted triazine ring comprising a sterically flexible methylene linker and coordinating substituents. Tetrahedron Letters, 58(28), 2715-2719. https://dx.doi.org/10.1016/j.tetlet.2017.05.083

MLA:
Werle, Christophe, et al. "Synthesis and structural characterization of a highly substituted triazine ring comprising a sterically flexible methylene linker and coordinating substituents." Tetrahedron Letters 58.28 (2017): 2715-2719.

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Zuletzt aktualisiert 2018-01-09 um 07:09