Wechselwirkungen in Kristallen 62 [1, 2]. Kristallisation und Strukturbestimmung von 2,5-Bis(trimethylsilyl)-p-benzochinon und von 2,5-Bis(trimethylsilyl)hydrochinon-natrium-bis(dimethoxyethan), einem Polymer-Strang mit Chelat-überkappten Wasserstoffbrücken (⊖O···HO)Na⊕(DME)2

Interactions in Crystals, 62 [1, 2]. Crystallization and structure determination of 2,5-bis(trimethylsilyl)-p-benzoquinone and of 2,5-bis(trimethylsilyl)hydroquinone sodium bis(dimethoxyethane), a polymer string with chelate-capped hydrogen bridges (⊖O···HO)Na⊕(DME)2

  • From the electron and proton transfer equilibria network of quinones in solution a novel intermediate can be prepared by deprotonation of 2,5-bis(trimethylsilyl)hydroquinone to its monoanion using sodium metal. The sodium salt crystallizes in polymer strings connected via O⊖···(H)O hydrogen bridges, which are capped additionally by twofold dimethoxy-ethanesolvated Na⊕ countercations. The single crystal structure determination reveals one of the shortest O⊕ ··· HO distances observed so far of only 246 pm. MNDO calculations further confirm the assignment of hydroquinone monoanion building blocks in the polymer chain. For structural comparison as well as for attempts of its sodium reduction, 2,5-bis(trimethylsilyl)-p- benzoquinone has been synthesized. Its single crystal structure is reported, which does not show any cyanine distortion.

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Metadaten
Author:Hans BockGND, Sabine NickGND, Christian NätherORCiDGND, Klaus Ruppert
URN:urn:nbn:de:hebis:30:3-815335
DOI:https://doi.org/10.1515/znb-1995-0422
ISSN:1865-7117
ISSN:0932-0776
Parent Title (German):Zeitschrift für Naturforschung, B
Publisher:Verlag der Zeitschrift für Naturforschung
Place of publication:Tübingen
Document Type:Article
Language:German
Date of Publication (online):2014/06/02
Year of first Publication:1995
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2024/01/25
Tag:2,5-Bis(trimethylsilyl)-p-quinone and -hydroquinone-monosodium Salt; Chelate-Capped Hydrogen Bridges; Crystal Structures
Volume:50.1995
Issue:4
Page Number:10
First Page:595
Last Page:564
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Sammlungen:Universitätspublikationen
Licence (German):License LogoCreative Commons - Namensnennung-Nicht kommerziell-Keine Bearbeitung 3.0