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- W2085215239 abstract "Zur Untersuchung der Rotationsbehinderung um die C–B-Bindung wurden die sterisch stark behinderten n-Butoxy-aryl-[2.4.6-tri-tert.-butyl-phenyl]-borane 1a – f aus den entsprechenden Di-n-butoxy-arylboranen 2a – f mit 2.4.6-Tri-tert.-butyl-phenyllithium dargestellt. uber die Synthese der Verbindungen 2 und deren Ausgangssubstanzen, die Dihydroxy-arylborane („Arylborsauren”) 3a – f, wird berichtet. Durch direkte Nitrierung von 1a und b wurden die Nitro-Derivate 4 und 5 erhalten. – Die spektroskopischen Eigenschaften von 1a – f und 5 – insbesondere bei der massenspektrometrischen Fragmentierung – werden im Zusammenhang mit den sterischen Verhaltnissen diskutiert. Wegen der starken sterischen Abschirmung des Bor-Atoms geben die Verbindungen 1 nicht die sonst fur Alkoxy-diarylborane typischen Reaktionen: Sie lassen sich weder sauer noch basisch hydrolysieren; sie werden mit athanolamin nicht umgeestert; sie reagieren auch unter verscharften Reaktionsbedingungen weder mit Lithiumaluminiumhydrid, Natriumhydrid oder n-Butyllithium noch werden sie durch Wasserstoffperoxid oxydiert.Sterically Overcrowded Diarylboranes1): Synthesis and PropertiesFor the investigation of hindered rotation around C – B-bonds the sterically strongly over-crowded n-butoxy-aryl-[2,4,6-tri-tert.-butyl-phenyl]-boranes 1a – f have been prepared from the corresponding di-n-butoxy-arylboranes 2a – f and 2,4,6-tri-tert.-butylphenyllithium. The preparation of compounds 2 and the dihydroxyarylboranes („boronic acids”) 3a – f is reported. The nitro compounds 4 and 5 have been obtained by direct nitration of 1a and 1b. – Spectroscopic properties of 1a – f and 5, especially the fragmentation in mass spectra, are discussed with regard to the steric overcrowding. Because of the strong steric shielding of the boron atom the compounds 1 do not undergo the usual reactions of alkoxydiarylboranes: There is no acid or basic hydrolysis and no transesterification with ethanolamine; even under rather vigorous conditions they do not react with lithium aluminium hydride, with sodium hydride and with n-butyllithium nor are they oxidized by hydrogen peroxide." @default.
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- W2085215239 date "1971-12-20" @default.
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- W2085215239 title "Sterisch behinderte Diarylborane: Synthese und Eigenschaften" @default.
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- W2085215239 doi "https://doi.org/10.1002/jlac.19717530107" @default.
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