Xi:Irritant;565-67-3Relevant articles and documents
OPEN-FLASK HYDROBORATION AND THE USE THEREOF
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Paragraph 0046; 0049; 0059; 0060; 0061, (2018/03/25)
The present disclosure generally relates to a process for hydroboration of an alkene or alkyne using ammonia borane (AB). In particular, the present invention relates to hydroboration of an alkene or alkyne in the presence of air or moisture, and a clean process for facile preparation of an alcohol by oxidizing the organoborane so formed with hydrogen peroxide. The products, including aminodialkylboranes, ammonia trialkylborane complexes, as well as various alcohols so prepared, are within the scope of this disclosure.
A non-dissociative open-flask hydroboration with ammonia borane: Ready synthesis of ammonia-trialkylboranes and aminodialkylboranes
Ramachandran, P. Veeraraghavan,Drolet, Michael P.,Kulkarni, Ameya S.
, p. 11897 - 11900 (2016/10/09)
Under open-flask conditions, ammonia borane hydroborates olefins in refluxing tetrahydrofuran. Unlike conventional hydroboration, the Lewis base (ammonia) is not dissociated from the boron center. Terminal alkenes selectively provide ammonia-trialkylborane complexes. On the other hand, internal alkenes afford aminodialkylboranes via a metal-free hydroboration-dehydrogenation sequence. Alkaline hydrogen peroxide oxidation of the products provides the corresponding alcohols in high yields.
Facile Protocol for Catalytic Frustrated Lewis Pair Hydrogenation and Reductive Deoxygenation of Ketones and Aldehydes
Mahdi, Tayseer,Stephan, Douglas W.
supporting information, p. 8511 - 8514 (2015/11/27)
A series of ketones and aldehydes are reduced in toluene under H2 in the presence of 5 mol % B(C6F5)3 and either cyclodextrin or molecular sieves affording a facile metal-free protocol for reduction to alcohols. Similar treatment of aryl ketones resulted in metal-free deoxygenation yielding aromatic hydrocarbons.
