Boron compounds triethylborane

U. Lenz and R. Koster. Boron compounds. 47. Quantitative determination of hydroxy-groups in lignites using activated triethylborane. Fuel, 1978, 57,489. 

Sodium triacetoxyborohydride, 283 Tetrabutylammonium iodide-Boron trifluoride etherate, 287 Tributylborane, 325 Tributyl borate, 326 Triethylborane, 33, 292 Trimethyl borate, 218 Zinc borohydride, 167 Chromium Compounds Arene(tricarbonyl)chromium complexes, 19... 

Pyrazaboles substituted on either the ring or the boron may be obtained by reaction between the appropriately substituted pyrazole and the appropriately substituted borane.11 For example the 2,6-dibromo-4,4,8,8-tetraethylpyrazabole can be made by the reaction between 4-bromopyrazole and pyrophoric triethylborane in xylene at reflux temperature. Another route to such compounds involves the dihydrobis(l-pyrazolyl)borate... 

The triethylaluminum or triethylborane ate complexes (12) of the (isopropylthio)allyl carbanion react with carbonyl compounds at the a-position (equation 10). In the reactions with carbonyl compounds, very high regioselectivity (for example, butanal 95 5, 3-methylbutanal 99 1, cyclohexanone 92 8 and acetophenone 95 5) was achieved by using the aluminum ate complex. On the other hand, the a-regio-selectivity with ketones decreases if the boron ate complex is used (cyclohexanone 72 28, acetophenone 45 55). It is noteworthy that the stereoselectivity of the a-adduct from an aldehyde is low. Ihesumably the geometry of the double bond in the ate complex (12) is not homogeneous. ... 

An additional hindrance to relating the reactivity of R M types to the electronic configuration of the metal involved is the tendency for extensive intermolecular associations of organometallic compounds. The extent to which alkyls of the boron family dimerize is a function of both the size and electric field of the metal atom. The reactivity of monomeric triethylborane versus that of dimeric triethylaluminum is therefore less readily analyzed into electronic effects. 

---