Reaction of lithium aluminum hydride with hindered phenols. Formation of tricoordinate aluminum species

H Haubenstock, TA Mester Jr…

Index: Haubenstock, Howard; Mester, Theodore A.; Zieger, Herman Journal of Organic Chemistry, 1980 , vol. 45, # 17 p. 3443 - 3448

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Citation Number: 8

Abstract

Lithium aluminum hydride reacts readily with 3 molar equiv of 2, 4, 6-tri-tert-butylphenol in refluxing ether. It has been demonstrated that the products resulting from this reaction cause the conversion of axial to equatorial cyclohexanols in the presence of a ketone. This behavior is attributed to the formation of tricoordinate aluminum species. An ether solution of bis (2, 4, 6-tri-tert-butylphenoxy) aluminum hydride was prepared, and infrared spectra ...