Ein bequemer Weg von Alkenylboranen zu Alkenylstannanen
- 1 May 1989
- journal article
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 122 (5) , 857-860
- https://doi.org/10.1002/cber.19891220510
Abstract
Alkenyldialkylborane1mit verschiedenen Substituenten an der CC‐Doppelbindung, einschließlich organometallischer Gruppen wie dem Trimethylstannyl‐ oder dem Trimethylsilyl‐Rest, reagieren in Hexan mit (Diethylamino)‐ oder (Dimethylamino)trimethylstannan (2) in Gegenwart einer katalytischen Menge von Lithium‐diethylamid (3b) oder ‐dimethylamid (3a) in hoher Ausbeute unter Beibehaltung der Konfiguration an der CC‐Doppelbindung zu den entsprechenden Alkenylstannanen5und Aminoboranen4. Durch Einsatz von (Diethylamino)trimethylplumban (2c) lassen sich die weniger stabilen Alkene5Pberhalten. Ein Mechanismus wird vorgeschlagen, und1H‐,13C‐,29Si‐,119Sn‐ und207Pb‐NMR‐Daten werden mitgeteilt.Keywords
This publication has 18 references indexed in Scilit:
- Electrochemical behavior of lithium dialkylamides: the effect of aggregationJournal of the American Chemical Society, 1988
- The reaction of n-butyllithium with diphenylacetylene: structure elucidation of the mono- and dilithio product by one- and two-dimensional NMR spectroscopy, x-ray analysis, and MNDO calculations. Agostic activation by lithiumJournal of the American Chemical Society, 1988
- Structure and reactivity of lithium diphenylamide. Role of aggregates, mixed aggregates, monomers, and free ions on the rates and selectivities of N-alkylation and E2 eliminationJournal of the American Chemical Society, 1988
- Palladium catalysis in organotin chemistry: addition of hexaalkylditins to alkynesJournal of Organometallic Chemistry, 1986
- Long-range nuclear spin-spin coupling between 11B and 13C, 29Si or 119Sn: a promising tool for structural assignmentPolyhedron, 1986
- Synthesis of (Z)-1,2-bis(trimethylstannyl)-1-alkenes by platinum-catalysed addition of hexamethyldistannane to 1-alkynesJournal of Organometallic Chemistry, 1983
- Neue fünfgliedrige C2BNSi‐RingeAngewandte Chemie, 1981
- New procedure for synthesis of 1,4-dienes and monoolefins via methylcopper-induced cross-coupling of alkenylboranes with organic halidesThe Journal of Organic Chemistry, 1980
- Hydroboration. 50. Hydroboration of representative alkynes with 9-borabicyclo[3.3.1]nonane - a simple synthesis of versatile vinyl bora and gem-dibora intermediatesJournal of the American Chemical Society, 1979
- Boron-Nitrogen Compounds. XLII The Preparation of 1,3-Dimethyl-2-Trimethylstannyl-DiazaboracyclopentaneSynthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 1972