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Elektronenreiche Olefine, 1. Zusammenhang zwischen Struktur, Spektroskopie und Reaktivität von Tetrakis(trimethylsilylmethyl)ethen

Electron rich olefins, 1. The relationship between structure, spectroscopy, and reactivity of tetrakis(trimethylsilylmethyl)ethene

  • Crystal and molecular structure analysis of the electron rich title compound exhibits an undistorted, yet sterically shielded tetra(primary alkyl)-substituted double bond system with alternating anti-periplanar CH2SiMe3 substituents. The diastereotopic methylene protons have been located and their position correlated to the 1HNMR data and to the ESR hyperfine coupling constants of the corresponding radical cation. In contrast to the highly inert all-carbon derivative, tetraneopentylethene, the more electron-rich and more flexible organosilicon title compound reacts with bromine. Close to orthogonal arrangement between the C-C(H2)-Si planes and the ethene plane ensures effective, fourfold σ/π-hyperconjugation.

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Metadaten
Author:Hans-Dieter Hausen, Wolfgang KaimORCiDGND
URN:urn:nbn:de:hebis:30:3-721898
DOI:https://doi.org/10.1515/znb-1988-0115
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:1988
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2024/01/17
Tag:ESR Spectra; NMR Spectra; Olefins; Organosilicon Compounds; Stereochemistry
Volume:43.1988
Issue:1
Page Number:7
First Page:82
Last Page:88
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