Recent Progress on the Synthesis of Bipyridine Derivatives

Bipyridine and related compounds are starting materials or precursors for a variety of valuable substances such as biologically active molecules, ligands for catalysts, photosensitizers, viologens, and supramolecular architectures. Thus, it is important to classify their synthesis methods and unders...

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Main Author: Yoshinori Yamanoi
Format: Article
Language:English
Published: MDPI AG 2024-01-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/29/3/576
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author Yoshinori Yamanoi
author_facet Yoshinori Yamanoi
author_sort Yoshinori Yamanoi
collection DOAJ
description Bipyridine and related compounds are starting materials or precursors for a variety of valuable substances such as biologically active molecules, ligands for catalysts, photosensitizers, viologens, and supramolecular architectures. Thus, it is important to classify their synthesis methods and understand their characteristics. Representative examples include methods using homo and heterocoupling of pyridine derivatives in the presence of a catalyst. Because bipyridine compounds strongly coordinate with metal centers, a decrease in catalytic activity and yield is often observed in the reaction system. To address this issue, this review provides insights into advances over the last ~30 years in bipyridine synthesis using metal complexes under both homogeneous and heterogeneous conditions. Moreover, strategies for bipyridine synthesis involving sulfur and phosphorous compounds are examined. These alternative pathways offer promising avenues for overcoming the challenges associated with traditional catalysis methods, providing a more comprehensive understanding of the synthesis landscape.
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spelling doaj.art-d51420e97b454380846ce16b0239e7782024-02-09T15:18:40ZengMDPI AGMolecules1420-30492024-01-0129357610.3390/molecules29030576Recent Progress on the Synthesis of Bipyridine DerivativesYoshinori Yamanoi0Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, JapanBipyridine and related compounds are starting materials or precursors for a variety of valuable substances such as biologically active molecules, ligands for catalysts, photosensitizers, viologens, and supramolecular architectures. Thus, it is important to classify their synthesis methods and understand their characteristics. Representative examples include methods using homo and heterocoupling of pyridine derivatives in the presence of a catalyst. Because bipyridine compounds strongly coordinate with metal centers, a decrease in catalytic activity and yield is often observed in the reaction system. To address this issue, this review provides insights into advances over the last ~30 years in bipyridine synthesis using metal complexes under both homogeneous and heterogeneous conditions. Moreover, strategies for bipyridine synthesis involving sulfur and phosphorous compounds are examined. These alternative pathways offer promising avenues for overcoming the challenges associated with traditional catalysis methods, providing a more comprehensive understanding of the synthesis landscape.https://www.mdpi.com/1420-3049/29/3/576Suzuki couplingStille couplingNegishi couplingUllmann couplingWurtz couplingelectrochemical method
spellingShingle Yoshinori Yamanoi
Recent Progress on the Synthesis of Bipyridine Derivatives
Molecules
Suzuki coupling
Stille coupling
Negishi coupling
Ullmann coupling
Wurtz coupling
electrochemical method
title Recent Progress on the Synthesis of Bipyridine Derivatives
title_full Recent Progress on the Synthesis of Bipyridine Derivatives
title_fullStr Recent Progress on the Synthesis of Bipyridine Derivatives
title_full_unstemmed Recent Progress on the Synthesis of Bipyridine Derivatives
title_short Recent Progress on the Synthesis of Bipyridine Derivatives
title_sort recent progress on the synthesis of bipyridine derivatives
topic Suzuki coupling
Stille coupling
Negishi coupling
Ullmann coupling
Wurtz coupling
electrochemical method
url https://www.mdpi.com/1420-3049/29/3/576
work_keys_str_mv AT yoshinoriyamanoi recentprogressonthesynthesisofbipyridinederivatives