Application of multinuclear magnetic resonance spectroscopy to solvation and aggregation phenomena in solution. Plenary lecture

The Analyst ◽  
1992 ◽  
Vol 117 (3) ◽  
pp. 267 ◽  
Author(s):  
Jean-Jacques Delpuech
Keyword(s):  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Plenary Lecture ◽  
Resonance Spectroscopy ◽  
Aggregation Phenomena ◽  
Multinuclear Magnetic Resonance

Reactivity of Alkoxyethynyl(trimethyl)silane, -germane and -stannane towards Trialkylboranes. Organometallic-Substituted Enol Ethers

2003 ◽  
Vol 58 (11) ◽  
pp. 1035-1040 ◽  
Author(s):  
Bernd Wrackmeyera ◽  
Sergej V. Gruener ◽  
Alla S. Zolotareva
Keyword(s):  
Magnetic Resonance ◽  
Magnetic Resonance Spectroscopy ◽  
Room Temperature ◽  
Quantitative Yield ◽  
Resonance Spectroscopy ◽  
Enol Ethers ◽  
Multinuclear Magnetic Resonance

Abstract Methoxyethynyl(trimethyl)silane (1a) reacts at 100°C very slowly with triethylborane (4) to give a mixture of alkenes, one of which is the 1,1-organoboration product (Z)-1-methoxy-1-trimethylsilyl- 2-diethylboryl-but-1-ene (7a). Methoxyethynyl(trimethyl)germane (2a) reacts within minutes at 60 - 70°C with 4, tripropylborane (5) and 9-ethyl-9-borabicyclo[3.3.1]nonane (6) by 1,1-organoboration in the usual regio- and stereospecific way to give the corresponding alkenes (9a - 11a). The analogous reactions of the ethoxyethynyl(trimethyl)germane (2b) require longer heating and are accompanied by decomposition of 2b. Ethoxyethynyl(trimethyl)stannane (3b) reacts with the trialkylboranes 4- 6 already below room temperature by 1,1-organoboration to give the alkenes (12b - 14b) in quantitative yield. The compound 3b also reacts with the alkenes, e.g. 9a, 13b, 14b, to give novel organometallicsubstituted dienes. All products were characterised by multinuclear magnetic resonance spectroscopy (1H, 11B, 13C, 29Si, and 119Sn NMR).

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