Towards ( C,C )‐cyclometalated N ‐(9‐alkylfluorenyl)NHC Ruthenium Complexes for Z ‐selective Olefin Metathesis
العنوان: | Towards ( C,C )‐cyclometalated N ‐(9‐alkylfluorenyl)NHC Ruthenium Complexes for Z ‐selective Olefin Metathesis |
---|---|
المؤلفون: | Katarzyna Gajda, Adrian Sytniczuk, Laure Vendier, Bartosz Trzaskowski, Noël Lugan, Anna Kajetanowicz, Stéphanie Bastin, Karol Grela, Vincent César |
المساهمون: | Laboratoire de chimie de coordination (LCC), Institut de Chimie de Toulouse (ICT), Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP), Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS), Faculty of Chemistry, Warsaw University of Technology, Warsaw University of Technology [Warsaw], Centre National de la Recherche Scientifique |
المصدر: | European Journal of Inorganic Chemistry European Journal of Inorganic Chemistry, In press, ⟨10.1002/ejic.202300169⟩ |
بيانات النشر: | HAL CCSD, 2023. |
سنة النشر: | 2023 |
مصطلحات موضوعية: | Inorganic Chemistry, Olefin metathesis, [CHIM.ORGA]Chemical Sciences/Organic chemistry, [CHIM.COOR]Chemical Sciences/Coordination chemistry, N-heterocyclic carbenes, [CHIM.CATA]Chemical Sciences/Catalysis, Migration, Ruthenium, Cyclometalation |
الوصف: | International audience; Three Hoveyda-Grubbs complexes supported by N-(9-alkylfluorenyl)imidazol-2-ylidene ligands (alkyl=methyl, ethyl or benzyl) have been synthesized. With the aim to generate chelating, cyclometalated (C,CNHC) ruthenium complexes for Z-selective olefin metathesis, the C(sp3)-H activation of the dangling alkyl group has been studied. While the methyl derivative leads to the expected cyclometalated complex, a C(sp2)-H activation of the fluorenyl moiety and no evolution/transformation are observed for the ethyl and benzyl derivatives, respectively. Although highly fragile under catalytic conditions, the cyclometalated complex leads to Z/E stereoselectivity up to 94/6. An unprecedented insertion of the alkylidene moiety into the Ru-CNHC bond leading to ruthenium N-heterocyclic olefin complexes is also observed and supported by calculations of the corresponding reaction pathway. |
اللغة: | English |
تدمد: | 1434-1948 1099-0682 |
DOI: | 10.1002/ejic.202300169⟩ |
URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::996fb9e367bfe6de881e761828a89539 https://hal.science/hal-04155197/document |
Rights: | CLOSED |
رقم الانضمام: | edsair.doi.dedup.....996fb9e367bfe6de881e761828a89539 |
قاعدة البيانات: | OpenAIRE |
ResultId |
1 |
---|---|
Header |
edsair OpenAIRE edsair.doi.dedup.....996fb9e367bfe6de881e761828a89539 888 3 unknown 887.976379394531 |
PLink |
https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&scope=site&db=edsair&AN=edsair.doi.dedup.....996fb9e367bfe6de881e761828a89539&custid=s6537998&authtype=sso |
FullText |
Array
(
[Availability] => 0
)
Array ( [0] => Array ( [Url] => https://explore.openaire.eu/search/publication?articleId=doi_dedup___::996fb9e367bfe6de881e761828a89539# [Name] => EDS - OpenAIRE [Category] => fullText [Text] => View record in OpenAIRE [MouseOverText] => View record in OpenAIRE ) ) |
Items |
Array
(
[Name] => Title
[Label] => Title
[Group] => Ti
[Data] => Towards ( C,C )‐cyclometalated N ‐(9‐alkylfluorenyl)NHC Ruthenium Complexes for Z ‐selective Olefin Metathesis
)
Array ( [Name] => Author [Label] => Authors [Group] => Au [Data] => <searchLink fieldCode="AR" term="%22Katarzyna+Gajda%22">Katarzyna Gajda</searchLink><br /><searchLink fieldCode="AR" term="%22Adrian+Sytniczuk%22">Adrian Sytniczuk</searchLink><br /><searchLink fieldCode="AR" term="%22Laure+Vendier%22">Laure Vendier</searchLink><br /><searchLink fieldCode="AR" term="%22Bartosz+Trzaskowski%22">Bartosz Trzaskowski</searchLink><br /><searchLink fieldCode="AR" term="%22Noël+Lugan%22">Noël Lugan</searchLink><br /><searchLink fieldCode="AR" term="%22Anna+Kajetanowicz%22">Anna Kajetanowicz</searchLink><br /><searchLink fieldCode="AR" term="%22Stéphanie+Bastin%22">Stéphanie Bastin</searchLink><br /><searchLink fieldCode="AR" term="%22Karol+Grela%22">Karol Grela</searchLink><br /><searchLink fieldCode="AR" term="%22Vincent+César%22">Vincent César</searchLink> ) Array ( [Name] => Author [Label] => Contributors [Group] => Au [Data] => Laboratoire de chimie de coordination (LCC)<br />Institut de Chimie de Toulouse (ICT)<br />Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3)<br />Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP)<br />Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3)<br />Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS)<br />Faculty of Chemistry, Warsaw University of Technology<br />Warsaw University of Technology [Warsaw]<br />Centre National de la Recherche Scientifique ) Array ( [Name] => TitleSource [Label] => Source [Group] => Src [Data] => European Journal of Inorganic Chemistry<br />European Journal of Inorganic Chemistry, In press, ⟨10.1002/ejic.202300169⟩ ) Array ( [Name] => Publisher [Label] => Publisher Information [Group] => PubInfo [Data] => HAL CCSD, 2023. ) Array ( [Name] => DatePubCY [Label] => Publication Year [Group] => Date [Data] => 2023 ) Array ( [Name] => Subject [Label] => Subject Terms [Group] => Su [Data] => <searchLink fieldCode="DE" term="%22Inorganic+Chemistry%22">Inorganic Chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22Olefin+metathesis%22">Olefin metathesis</searchLink><br /><searchLink fieldCode="DE" term="%22[CHIM%2EORGA]Chemical+Sciences%2FOrganic+chemistry%22">[CHIM.ORGA]Chemical Sciences/Organic chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22[CHIM%2ECOOR]Chemical+Sciences%2FCoordination+chemistry%22">[CHIM.COOR]Chemical Sciences/Coordination chemistry</searchLink><br /><searchLink fieldCode="DE" term="%22N-heterocyclic+carbenes%22">N-heterocyclic carbenes</searchLink><br /><searchLink fieldCode="DE" term="%22[CHIM%2ECATA]Chemical+Sciences%2FCatalysis%22">[CHIM.CATA]Chemical Sciences/Catalysis</searchLink><br /><searchLink fieldCode="DE" term="%22Migration%22">Migration</searchLink><br /><searchLink fieldCode="DE" term="%22Ruthenium%22">Ruthenium</searchLink><br /><searchLink fieldCode="DE" term="%22Cyclometalation%22">Cyclometalation</searchLink> ) Array ( [Name] => Abstract [Label] => Description [Group] => Ab [Data] => International audience; Three Hoveyda-Grubbs complexes supported by N-(9-alkylfluorenyl)imidazol-2-ylidene ligands (alkyl=methyl, ethyl or benzyl) have been synthesized. With the aim to generate chelating, cyclometalated (C,CNHC) ruthenium complexes for Z-selective olefin metathesis, the C(sp3)-H activation of the dangling alkyl group has been studied. While the methyl derivative leads to the expected cyclometalated complex, a C(sp2)-H activation of the fluorenyl moiety and no evolution/transformation are observed for the ethyl and benzyl derivatives, respectively. Although highly fragile under catalytic conditions, the cyclometalated complex leads to Z/E stereoselectivity up to 94/6. An unprecedented insertion of the alkylidene moiety into the Ru-CNHC bond leading to ruthenium N-heterocyclic olefin complexes is also observed and supported by calculations of the corresponding reaction pathway. ) Array ( [Name] => Language [Label] => Language [Group] => Lang [Data] => English ) Array ( [Name] => ISSN [Label] => ISSN [Group] => ISSN [Data] => 1434-1948<br />1099-0682 ) Array ( [Name] => DOI [Label] => DOI [Group] => ID [Data] => 10.1002/ejic.202300169⟩ ) Array ( [Name] => URL [Label] => Access URL [Group] => URL [Data] => <link linkTarget="URL" linkTerm="https://explore.openaire.eu/search/publication?articleId=doi_dedup___::996fb9e367bfe6de881e761828a89539" linkWindow="_blank">https://explore.openaire.eu/search/publication?articleId=doi_dedup___::996fb9e367bfe6de881e761828a89539</link><br /><link linkTarget="URL" linkTerm="https://hal.science/hal-04155197/document" linkWindow="_blank">https://hal.science/hal-04155197/document</link> ) Array ( [Name] => Copyright [Label] => Rights [Group] => Cpyrght [Data] => CLOSED ) Array ( [Name] => AN [Label] => Accession Number [Group] => ID [Data] => edsair.doi.dedup.....996fb9e367bfe6de881e761828a89539 ) |
RecordInfo |
Array
(
[BibEntity] => Array
(
[Identifiers] => Array
(
[0] => Array
(
[Type] => doi
[Value] => 10.1002/ejic.202300169⟩
)
)
[Languages] => Array
(
[0] => Array
(
[Text] => English
)
)
[Subjects] => Array
(
[0] => Array
(
[SubjectFull] => Inorganic Chemistry
[Type] => general
)
[1] => Array
(
[SubjectFull] => Olefin metathesis
[Type] => general
)
[2] => Array
(
[SubjectFull] => [CHIM.ORGA]Chemical Sciences/Organic chemistry
[Type] => general
)
[3] => Array
(
[SubjectFull] => [CHIM.COOR]Chemical Sciences/Coordination chemistry
[Type] => general
)
[4] => Array
(
[SubjectFull] => N-heterocyclic carbenes
[Type] => general
)
[5] => Array
(
[SubjectFull] => [CHIM.CATA]Chemical Sciences/Catalysis
[Type] => general
)
[6] => Array
(
[SubjectFull] => Migration
[Type] => general
)
[7] => Array
(
[SubjectFull] => Ruthenium
[Type] => general
)
[8] => Array
(
[SubjectFull] => Cyclometalation
[Type] => general
)
)
[Titles] => Array
(
[0] => Array
(
[TitleFull] => Towards ( C,C )‐cyclometalated N ‐(9‐alkylfluorenyl)NHC Ruthenium Complexes for Z ‐selective Olefin Metathesis
[Type] => main
)
)
)
[BibRelationships] => Array
(
[HasContributorRelationships] => Array
(
[0] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Katarzyna Gajda
)
)
)
[1] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Adrian Sytniczuk
)
)
)
[2] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Laure Vendier
)
)
)
[3] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Bartosz Trzaskowski
)
)
)
[4] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Noël Lugan
)
)
)
[5] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Anna Kajetanowicz
)
)
)
[6] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Stéphanie Bastin
)
)
)
[7] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Karol Grela
)
)
)
[8] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Vincent César
)
)
)
[9] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Laboratoire de chimie de coordination (LCC)
)
)
)
[10] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Institut de Chimie de Toulouse (ICT)
)
)
)
[11] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3)
)
)
)
[12] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Université de Toulouse (UT)-Université de Toulouse (UT)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut National Polytechnique (Toulouse) (Toulouse INP)
)
)
)
[13] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Université de Toulouse (UT)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3)
)
)
)
[14] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Université de Toulouse (UT)-Centre National de la Recherche Scientifique (CNRS)
)
)
)
[15] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Faculty of Chemistry, Warsaw University of Technology
)
)
)
[16] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Warsaw University of Technology [Warsaw]
)
)
)
[17] => Array
(
[PersonEntity] => Array
(
[Name] => Array
(
[NameFull] => Centre National de la Recherche Scientifique
)
)
)
)
[IsPartOfRelationships] => Array
(
[0] => Array
(
[BibEntity] => Array
(
[Dates] => Array
(
[0] => Array
(
[D] => 01
[M] => 01
[Type] => published
[Y] => 2023
)
)
[Identifiers] => Array
(
[0] => Array
(
[Type] => issn-print
[Value] => 14341948
)
[1] => Array
(
[Type] => issn-print
[Value] => 10990682
)
[2] => Array
(
[Type] => issn-locals
[Value] => edsair
)
)
)
)
)
)
)
|
IllustrationInfo |