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Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina

The present study reports an innovative finding that alumina containing water or primary alcohol catalyzes the hydrolysis or alcoholysis, respectively, of the product formed through AlCl(3)‐mediated Friedel‐Crafts alkylation of methyl‐substituted benzenes and CHCl(3). The former and later reactions...

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Autores principales: Suri, Guga, Liang, Fengying, Hu, Mixia, Wang, Meiling, Bu, Ren, Zhang, Xiaoying, Wang, Hui, Dong, Wenyan, Eerdun, Chaolu, Tsuda, Akihiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9117155/
https://www.ncbi.nlm.nih.gov/pubmed/35585035
http://dx.doi.org/10.1002/open.202200042
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author Suri, Guga
Liang, Fengying
Hu, Mixia
Wang, Meiling
Bu, Ren
Zhang, Xiaoying
Wang, Hui
Dong, Wenyan
Eerdun, Chaolu
Tsuda, Akihiko
author_facet Suri, Guga
Liang, Fengying
Hu, Mixia
Wang, Meiling
Bu, Ren
Zhang, Xiaoying
Wang, Hui
Dong, Wenyan
Eerdun, Chaolu
Tsuda, Akihiko
author_sort Suri, Guga
collection PubMed
description The present study reports an innovative finding that alumina containing water or primary alcohol catalyzes the hydrolysis or alcoholysis, respectively, of the product formed through AlCl(3)‐mediated Friedel‐Crafts alkylation of methyl‐substituted benzenes and CHCl(3). The former and later reactions mainly provided hydroxy‐ and alkoxy‐substituted diarylmethanes, respectively, while the reference reactions without alumina provided bisarylchloromethane. This method enables the selective syntheses of diphenylmethanol derivatives with very simple procedures, without expensive reagents and apparatuses. Furthermore, the alumina used in the reaction could be recycled by washing with water and subsequent drying. From the viewpoint of material recycling, this function is very important for the development of sustainable chemical reactions.
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spelling pubmed-91171552022-05-20 Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina Suri, Guga Liang, Fengying Hu, Mixia Wang, Meiling Bu, Ren Zhang, Xiaoying Wang, Hui Dong, Wenyan Eerdun, Chaolu Tsuda, Akihiko ChemistryOpen Research Articles The present study reports an innovative finding that alumina containing water or primary alcohol catalyzes the hydrolysis or alcoholysis, respectively, of the product formed through AlCl(3)‐mediated Friedel‐Crafts alkylation of methyl‐substituted benzenes and CHCl(3). The former and later reactions mainly provided hydroxy‐ and alkoxy‐substituted diarylmethanes, respectively, while the reference reactions without alumina provided bisarylchloromethane. This method enables the selective syntheses of diphenylmethanol derivatives with very simple procedures, without expensive reagents and apparatuses. Furthermore, the alumina used in the reaction could be recycled by washing with water and subsequent drying. From the viewpoint of material recycling, this function is very important for the development of sustainable chemical reactions. John Wiley and Sons Inc. 2022-05-18 /pmc/articles/PMC9117155/ /pubmed/35585035 http://dx.doi.org/10.1002/open.202200042 Text en © 2022 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Suri, Guga
Liang, Fengying
Hu, Mixia
Wang, Meiling
Bu, Ren
Zhang, Xiaoying
Wang, Hui
Dong, Wenyan
Eerdun, Chaolu
Tsuda, Akihiko
Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
title Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
title_full Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
title_fullStr Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
title_full_unstemmed Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
title_short Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl(3) through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
title_sort direct syntheses of diphenylmethanol derivatives from substituted benzenes and chcl(3) through friedel‐crafts alkylation and post‐synthetic hydrolysis or alcoholysis catalyzed by alumina
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9117155/
https://www.ncbi.nlm.nih.gov/pubmed/35585035
http://dx.doi.org/10.1002/open.202200042
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