Chasing C,C‐Palladacycles

The different approaches for the synthesis of C,C‐palladacycles are reviewed in this manuscript. These species hold a bidentate ligand that chelates the Pd atom through two C‐donor moieties. Their relevance is closely related to the fact that they are intermediates in many palladium‐catalyzed transf...

Full description

Saved in:
Bibliographic Details
Published in:European journal of inorganic chemistry 2021-09, Vol.2021 (36), p.3655-3683
Main Authors: García‐López, José‐Antonio, Saura‐Llamas, Isabel
Format: Article
Language:English
Subjects:
Alkenes
Catalysis
Chemical reactions
Cross coupling
Homogeneous catalysis
Inorganic chemistry
Organometallic chemistry
Palladacycles
Palladium
Reagents
Synthesis
Synthesis design
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303
cites cdi_FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303
container_end_page 3683
container_issue 36
container_start_page 3655
container_title European journal of inorganic chemistry
container_volume 2021
creator García‐López, José‐Antonio
Saura‐Llamas, Isabel
description The different approaches for the synthesis of C,C‐palladacycles are reviewed in this manuscript. These species hold a bidentate ligand that chelates the Pd atom through two C‐donor moieties. Their relevance is closely related to the fact that they are intermediates in many palladium‐catalyzed transformations. Furthermore, some of them have been used as efficient catalyst in cross coupling reactions. The review is structured according to the different strategies that have been employed to achieve the synthesis of the C,C‐palladacycle derivatives, starting with those involving one elemental step (such as the oxidative addition of strained C−C bonds to Pd(0) or the transmetalation reactions between organometallic reagents and Pd(II) precursors), and continuing with more complex processes, where at least two elementary steps of Pd chemistry are involved (for example, carbometalation of alkenes followed by a C−H activation process). A final section highlights some aspects of synthetic methodologies based on Pd catalysis in which one or several C,C‐palladacyclic intermediates are involved. We present a journey through the different synthetic routes that have been developed to reach C,C‐palladacycles, interesting and versatile intermediates in catalysis and organic synthesis.
doi_str_mv 10.1002/ejic.202100414
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2576630724</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2576630724</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303</originalsourceid><addsrcrecordid>eNqFkLFOwzAQhi0EEqWwsrAgsZJw9tlOPCKrQFElGGC2XMeGVKEpNhXKxiPwjDwJiYJgZLo76f_uTh8hxxRyCsAu_Kp2OQPWD5zyHTKhoFQGsmS7fc-RZ1Txcp8cpLQCAASUE3Kin22q10-n-lx_fXze26axlXWda3w6JHvBNskf_dQpebyaPeibbHF3PdeXi8yhKHi2DMyjqsBypkSQGCqhLHpwDIEtAUpRlhKdEpJSKQMIxICBuoo6EMMbU3I27t3E9nXr05tZtdu47k8aJgopEQrG-1Q-plxsU4o-mE2sX2zsDAUzCDCDAPMroAfUCLzXje_-SZvZ7Vz_sd_rdFwb</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2576630724</pqid></control><display><type>article</type><title>Chasing C,C‐Palladacycles</title><source>Wiley Online Library</source><creator>García‐López, José‐Antonio ; Saura‐Llamas, Isabel</creator><creatorcontrib>García‐López, José‐Antonio ; Saura‐Llamas, Isabel</creatorcontrib><description>The different approaches for the synthesis of C,C‐palladacycles are reviewed in this manuscript. These species hold a bidentate ligand that chelates the Pd atom through two C‐donor moieties. Their relevance is closely related to the fact that they are intermediates in many palladium‐catalyzed transformations. Furthermore, some of them have been used as efficient catalyst in cross coupling reactions. The review is structured according to the different strategies that have been employed to achieve the synthesis of the C,C‐palladacycle derivatives, starting with those involving one elemental step (such as the oxidative addition of strained C−C bonds to Pd(0) or the transmetalation reactions between organometallic reagents and Pd(II) precursors), and continuing with more complex processes, where at least two elementary steps of Pd chemistry are involved (for example, carbometalation of alkenes followed by a C−H activation process). A final section highlights some aspects of synthetic methodologies based on Pd catalysis in which one or several C,C‐palladacyclic intermediates are involved. We present a journey through the different synthetic routes that have been developed to reach C,C‐palladacycles, interesting and versatile intermediates in catalysis and organic synthesis.</description><identifier>ISSN: 1434-1948</identifier><identifier>EISSN: 1099-0682</identifier><identifier>DOI: 10.1002/ejic.202100414</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Alkenes ; Catalysis ; Chemical reactions ; Cross coupling ; Homogeneous catalysis ; Inorganic chemistry ; Organometallic chemistry ; Palladacycles ; Palladium ; Reagents ; Synthesis ; Synthesis design</subject><ispartof>European journal of inorganic chemistry, 2021-09, Vol.2021 (36), p.3655-3683</ispartof><rights>2021 The Authors. European Journal of Inorganic Chemistry published by Wiley-VCH GmbH</rights><rights>2021. This article is published under http://creativecommons.org/licenses/by-nc-nd/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303</citedby><cites>FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejic.202100414$$EPDF$$P50$$Gwiley$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejic.202100414$$EHTML$$P50$$Gwiley$$Hfree_for_read</linktohtml><link.rule.ids>315,786,790,27957,27958,50923,51032</link.rule.ids></links><search><creatorcontrib>García‐López, José‐Antonio</creatorcontrib><creatorcontrib>Saura‐Llamas, Isabel</creatorcontrib><title>Chasing C,C‐Palladacycles</title><title>European journal of inorganic chemistry</title><description>The different approaches for the synthesis of C,C‐palladacycles are reviewed in this manuscript. These species hold a bidentate ligand that chelates the Pd atom through two C‐donor moieties. Their relevance is closely related to the fact that they are intermediates in many palladium‐catalyzed transformations. Furthermore, some of them have been used as efficient catalyst in cross coupling reactions. The review is structured according to the different strategies that have been employed to achieve the synthesis of the C,C‐palladacycle derivatives, starting with those involving one elemental step (such as the oxidative addition of strained C−C bonds to Pd(0) or the transmetalation reactions between organometallic reagents and Pd(II) precursors), and continuing with more complex processes, where at least two elementary steps of Pd chemistry are involved (for example, carbometalation of alkenes followed by a C−H activation process). A final section highlights some aspects of synthetic methodologies based on Pd catalysis in which one or several C,C‐palladacyclic intermediates are involved. We present a journey through the different synthetic routes that have been developed to reach C,C‐palladacycles, interesting and versatile intermediates in catalysis and organic synthesis.</description><subject>Alkenes</subject><subject>Catalysis</subject><subject>Chemical reactions</subject><subject>Cross coupling</subject><subject>Homogeneous catalysis</subject><subject>Inorganic chemistry</subject><subject>Organometallic chemistry</subject><subject>Palladacycles</subject><subject>Palladium</subject><subject>Reagents</subject><subject>Synthesis</subject><subject>Synthesis design</subject><issn>1434-1948</issn><issn>1099-0682</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><sourceid>WIN</sourceid><recordid>eNqFkLFOwzAQhi0EEqWwsrAgsZJw9tlOPCKrQFElGGC2XMeGVKEpNhXKxiPwjDwJiYJgZLo76f_uTh8hxxRyCsAu_Kp2OQPWD5zyHTKhoFQGsmS7fc-RZ1Txcp8cpLQCAASUE3Kin22q10-n-lx_fXze26axlXWda3w6JHvBNskf_dQpebyaPeibbHF3PdeXi8yhKHi2DMyjqsBypkSQGCqhLHpwDIEtAUpRlhKdEpJSKQMIxICBuoo6EMMbU3I27t3E9nXr05tZtdu47k8aJgopEQrG-1Q-plxsU4o-mE2sX2zsDAUzCDCDAPMroAfUCLzXje_-SZvZ7Vz_sd_rdFwb</recordid><startdate>20210924</startdate><enddate>20210924</enddate><creator>García‐López, José‐Antonio</creator><creator>Saura‐Llamas, Isabel</creator><general>Wiley Subscription Services, Inc</general><scope>24P</scope><scope>WIN</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20210924</creationdate><title>Chasing C,C‐Palladacycles</title><author>García‐López, José‐Antonio ; Saura‐Llamas, Isabel</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Alkenes</topic><topic>Catalysis</topic><topic>Chemical reactions</topic><topic>Cross coupling</topic><topic>Homogeneous catalysis</topic><topic>Inorganic chemistry</topic><topic>Organometallic chemistry</topic><topic>Palladacycles</topic><topic>Palladium</topic><topic>Reagents</topic><topic>Synthesis</topic><topic>Synthesis design</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>García‐López, José‐Antonio</creatorcontrib><creatorcontrib>Saura‐Llamas, Isabel</creatorcontrib><collection>Wiley-Blackwell Open Access Collection</collection><collection>Wiley-Blackwell Backfiles (Open access)</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>European journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>García‐López, José‐Antonio</au><au>Saura‐Llamas, Isabel</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chasing C,C‐Palladacycles</atitle><jtitle>European journal of inorganic chemistry</jtitle><date>2021-09-24</date><risdate>2021</risdate><volume>2021</volume><issue>36</issue><spage>3655</spage><epage>3683</epage><pages>3655-3683</pages><issn>1434-1948</issn><eissn>1099-0682</eissn><abstract>The different approaches for the synthesis of C,C‐palladacycles are reviewed in this manuscript. These species hold a bidentate ligand that chelates the Pd atom through two C‐donor moieties. Their relevance is closely related to the fact that they are intermediates in many palladium‐catalyzed transformations. Furthermore, some of them have been used as efficient catalyst in cross coupling reactions. The review is structured according to the different strategies that have been employed to achieve the synthesis of the C,C‐palladacycle derivatives, starting with those involving one elemental step (such as the oxidative addition of strained C−C bonds to Pd(0) or the transmetalation reactions between organometallic reagents and Pd(II) precursors), and continuing with more complex processes, where at least two elementary steps of Pd chemistry are involved (for example, carbometalation of alkenes followed by a C−H activation process). A final section highlights some aspects of synthetic methodologies based on Pd catalysis in which one or several C,C‐palladacyclic intermediates are involved. We present a journey through the different synthetic routes that have been developed to reach C,C‐palladacycles, interesting and versatile intermediates in catalysis and organic synthesis.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejic.202100414</doi><tpages>29</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1434-1948
ispartof European journal of inorganic chemistry, 2021-09, Vol.2021 (36), p.3655-3683
issn 1434-1948
1099-0682
language eng
recordid cdi_proquest_journals_2576630724
source Wiley Online Library
subjects Alkenes
Catalysis
Chemical reactions
Cross coupling
Homogeneous catalysis
Inorganic chemistry
Organometallic chemistry
Palladacycles
Palladium
Reagents
Synthesis
Synthesis design
title Chasing C,C‐Palladacycles
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-09-23T07%3A26%3A16IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Chasing%20C,C%E2%80%90Palladacycles&rft.jtitle=European%20journal%20of%20inorganic%20chemistry&rft.au=Garc%C3%ADa%E2%80%90L%C3%B3pez,%20Jos%C3%A9%E2%80%90Antonio&rft.date=2021-09-24&rft.volume=2021&rft.issue=36&rft.spage=3655&rft.epage=3683&rft.pages=3655-3683&rft.issn=1434-1948&rft.eissn=1099-0682&rft_id=info:doi/10.1002/ejic.202100414&rft_dat=%3Cproquest_cross%3E2576630724%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c3574-bf2e39d0a4295f63fd59a3e0c2302b00858863c9561166f0533f3f1cd1c050303%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2576630724&rft_id=info:pmid/&rfr_iscdi=true