
TY  - JOUR
A1  - Collins, DJ 
A1  - Hobbs, JJ 
T1  - Reactions of some carbanions generated with lithium aluminium hydride
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1974
VL  - 27
IS  - 8
SP  - 1731
EP  - 1741
KW  - 
UR  - https://doi.org/10.1071/CH9741731 
N2  - Treatment of erythro-2,3-bis(p-methoxyphenyl)butyronitrile with lithium aluminium hydride in tetrahydrofuran gave the stable 2-anion, protonation of which gave a 2.3 : 1 erythro : threo mixture of the nitrile; in air, 1,2-bis(p-methoxyphenyl)propan-1-ol was formed by oxygenation of the anion. The same anion was produced rapidly and quantitatively from 2,3-bis(p-methoxyphenyl)crotononitrile with LiAlH4 in tetrahydrofuran. Some reactions of carbanions generated similarly from &#945;,&#945;? -dicyanostilbene, 9-benzylidenefluorene, fluoren-9-ylidenemalononitrile and 1,l-diphenylethylene are described. 2,3-Bis(pmethoxyphenyl)butadiene was reduced with LiAlH4 in tetrahydrofuran to give a mixture of (Z)- and (E)-2,3-bis(p-methoxyphenyl)but-2-ene and 2,3-bis(p-methoxypheny1)but-l-ene, probably via organoaluminium intermediates. 
ER  -

