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Pincer‐Supported Gallium Complexes for the Catalytic Hydroboration of Aldehydes, Ketones and Carbon Dioxide
Author(s) -
Liu Lingyu,
Lo SiuKwan,
Smith Cory,
Goicoechea Jose M.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202103009
Subject(s) - chemistry , reactivity (psychology) , gallium , borane , catalysis , hydroboration , pinacol , hydride , medicinal chemistry , alkoxide , amine gas treating , organic chemistry , aldehyde , hydrogen , medicine , alternative medicine , pathology
Gallium hydrides stabilised by primary and secondary amines are scarce due to their propensity to eliminate dihydrogen. Consequently, their reactivity has received limited attention. The synthesis of two novel gallium hydride complexes HGa(THF)[ON(H)O] and H 2 Ga[μ 2 ‐ON(H)O]Ga[ON(H)O] ([ON(H)O] 2− = N , N ‐bis(3,5‐di‐ tert ‐butyl‐2‐phenoxy)amine) is described and their reactivity towards aldehydes and ketones is explored. These reactions afford alkoxide‐bridged dimers through 1,2‐hydrogallation reactions. The gallium hydrides can be regenerated through Ga−O/B−H metathesis from the reaction of such dimers with pinacol borane (HBpin) or 9‐borabicyclo[3.3.1]nonane (9‐BBN). These observations allowed us to target the catalytic reduction of carbonyl substrates (aldehydes, ketones and carbon dioxide) with low catalyst loadings at room temperature.