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DOI: 10.1055/s-0031-1291016
Titanium(III) Trichloride
Publication History
Publication Date:
26 April 2012 (online)
Introduction
Titanium(III) chloride is red-violet crystalline solid soluble in water and alcohol. It has been extensively used as a mild and useful reagent with diverse applications in organic synthesis, such as reduction of aromatic aldehydes, glycosyl halides, vicinal dihalides, sulfoxides,[ 1 ] oximes,[2] [3] [4] [5] hydroxamic acids,[ 6 ] nitro group,[ 7 ] and dehalogenation of α-halo ketones.[ 8 ] In addition, the aqueous TiCl3/NH3 system has been used to promote the reduction of aromatic aldehydes, ketenes, and diketones to give alcohols.[9] [10] Reductive cyclizations of oxoamides to produce indoles can also be effectively promoted by TiCl3.[ 11 ] Apart from these applications, TiCl3 is also known as a Lewis acid to catalyze the SnCl2-mediated Barbier reactions between aldehydes and allyl halides in aqueous media.[ 12 ]
TiCl3 is commercially available and can be synthesized by dissolving titanium in aqueous hydrochloric acid.
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References
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