I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.
It is applied in the abstraction of the ?-H atom of alcohols and their O-substituted derivatives results in oxidation to the ketones and in the oxidation of TMS ethers to ketones, secondary alcohols to ketones, and secondary diols to ?-hydroxy ketones. It is applied as a reactant involved in the synthesis of substituted dihydroazulene photo switches, carbene-based Lewis pairs for hydrogen activation, 1,3-Dipolar cycloaddition reactions for preparation of α-amino-β-hydroxy esters, oxidation of allenic compounds, Mukaiyama aldol addition reactions and ionic hydrogenation as a counteranion and ligand source.
Louise Skov, et al. New synthetic route to substituted dihydroazulene photoswitches.Org Biomol Chem.,2011,9(19), 6498-6501.
J. Danielsson, et al. 1,3-Dipolar Cycloaddition of Azomethine Ylides to Aldehydes: Synthesis of anti a-Amino-ß-Hydroxy Esters.European J. Org. Chem.,2011,3607-613.
T. Yamaguchi, et al. Demethylation of an Allene Bearing Two Dimethoxythioxanthene Groups by Oxidation via a Vinyl Cation Intermediate.Aust. J. Chem.,2010,631638-1644.
The trityl cation abstracts hydride ion from a variety of substrates:
Cycloheptatriene gives the tropylium cation: J. Am. Chem. Soc., 79, 4557 (1957).
With 1,3-Dithiane, A10505, gives the electrophilic dithienium salt which can react with silyl enol ethers to give ɑ-formyl or ɑ-methyl carbonyl compounds: Tetrahedron Lett., 22, 2829, 2833 (1981).
Abstraction of the ɑ-H atom of alcohols and their O-substituted derivatives results in oxidation to the ketones:
Oxidation of TMS ethers to ketones: J. Org. Chem., 41, 1479 (1976); secondary alcohols to ketones, and secondary diols to ɑ-hydroxy ketones: Tetrahedron Lett., 2771 (1978). Ketones can similarly be oxidized to ɑß-unsaturated ketones by hydride abstraction from their silyl enol ethers: J. Org. Chem., 42, 3961 (1977); Synthesis, 736 (1979).
The trityl cation is also useful for the oxidative cleavage of the 4-methoxybenzyl protecting group from secondary alcohols: J. Org. Chem., 49, 51 (1984).
Gefahrenhinweise (EU): H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor