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Dihydridoboranes: Selective Reagents for Hydroboration and Hydrodefluorination

Nicholas A Phillips, James O'Hanlon, Thomas N Hooper, Andrew J P White, Mark R Crimmin

Org Lett. 2019 Sep 20;21(18):7289-7293.

PMID: 31497960

Abstract:

The preparation of a new series of dihydridoboranes supported by N,N-chelating ligands, [R2NCH2CH2NAr]- (R = alkyl, Ar = aryl), is reported. These new boranes react selectively with carbonyls, imines, and a series of electron-deficient fluoroarenes. The reactivity is complementary to recognized reagents such as pinacolborane, catecholborane, NHC-BH3, and borane (BH3) itself. Selectivities are rationalized by invoking both open- and closed-chain forms of the reagents as part of equilibrium mixtures.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP274077-A Catecholborane Catecholborane 274-07-7 Price
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