Abstract
Titanium tetrachloride has been successfully used in the benzylation of aromatic substrates with a series of benzyl alcohols under mild reaction conditions. With monosubstituted aromatic substrates, ortho and para-substituted products are obtained in almost comparable amounts. With sterically hindered benzyl alcohol derivatives almost exclusively para-substitution occurs.
Keywords: Benzyl alcohol, diarylmethanes, friedel crafts reactions, substituted benzyl alcohols, titanium tetrachloride, aromatic substrates.
Graphical Abstract
Current Organic Chemistry
Title:Titanium Tetrachloride-mediated Synthesis of Diarylmethanes through the Reaction of Benzyl Alcohol Derivatives with Aromatic Substrates
Volume: 22 Issue: 21
Author(s): Antonella Leggio*, Emilia Lucia Belsito, Alessandra Comandè, Valentina Papaianni and Angelo Liguori*
Affiliation:
- Department of Pharmacy, Health and Nutritional Sciences, University of Calabria, Arcavacata di Rende (CS),Italy
- Department of Pharmacy, Health and Nutritional Sciences, University of Calabria, Arcavacata di Rende (CS),Italy
Keywords: Benzyl alcohol, diarylmethanes, friedel crafts reactions, substituted benzyl alcohols, titanium tetrachloride, aromatic substrates.
Abstract: Titanium tetrachloride has been successfully used in the benzylation of aromatic substrates with a series of benzyl alcohols under mild reaction conditions. With monosubstituted aromatic substrates, ortho and para-substituted products are obtained in almost comparable amounts. With sterically hindered benzyl alcohol derivatives almost exclusively para-substitution occurs.
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Cite this article as:
Leggio Antonella*, Belsito Lucia Emilia, Comandè Alessandra, Papaianni Valentina and Liguori Angelo*, Titanium Tetrachloride-mediated Synthesis of Diarylmethanes through the Reaction of Benzyl Alcohol Derivatives with Aromatic Substrates, Current Organic Chemistry 2018; 22 (21) . https://dx.doi.org/10.2174/1385272822666181010125902
DOI https://dx.doi.org/10.2174/1385272822666181010125902 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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