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.
Author: | Hans-Dieter Hausen, Wolfgang KaimORCiDGND |
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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): | Creative Commons - Namensnennung-Nicht kommerziell-Keine Bearbeitung 3.0 |