Reactions of Hydrazones and Hydrazides with Lewis Acidic Boranes - data

Theodore A Gazis, Ayan Dasgupta, Michael S Hill, Jeremy M Rawson, Thomas Wirth & Rebecca L Melen
The reaction of (diphenylmethylene)hydrazone or 1,4-bis-hydraQ4 zone-ylidene(phenyl)methyl)benzene with Lewis acidic boranes B(2,4,6-F3C6H2)3 or B(3,4,5-F3C6H2)3 generates the Lewis acid– base adducts. Alternatively, when (9H-fluoren-9-ylidene)hydrazone is employed then several products were isolated including 1,2-di(9H-fluoren-9-ylidene)hydrazone, the 2 : 1 borane adduct of NH2–NH2 and the 1-(diarylboraneyl)-2-(9H-fluoren-9-ylidene) hydrazone in which one ArH group has been eliminated. The benzhydrazide starting material also initially gives an adduct when reacted with Lewis acidic boranes which upon heating eliminates ArH generating a CON2B...

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