Diastereo- and enantioselective synthesis of organometallic bis(helicene)s by a combination of C-H activation and dynamic isomerization

2013
journal article
article
26
dc.abstract.enHomochiral and heterochiral cis-bis-cycloplatinated-[6]helicene derivatives 1 b1, 2, as representative examples of platina[6]helicenes that share a common platinum center, have been prepared. A diastereo- and enantioselective synthesis, which combines CH activation and dynamic isomerization from heterochiral structure 1 b2 into homochiral structure 1 b1, is also described. Overall, this isomerization process results in the transfer of chiral information from one helicene moiety to the other one. The chiroptical properties of homochiral (P)- and (M)-1 b1 were greatly modified upon oxidation into their corresponding (P)- and (M)-diiodo-PtIV complexes (5). The changes were also analyzed by performing theoretical calculations. C[BOND]H activation in the synthesis of organometallic helicenes is further demonstrated by the preparation of cis-bis-cycloplatinated-[8]helicene 1 c.pl
dc.affiliationWydział Chemii : Zakład Chemii Teoretycznej im. K. Gumińskiegopl
dc.contributor.authorShen, Chengshuopl
dc.contributor.authorAnger, Emmanuelpl
dc.contributor.authorSrebro-Hooper, Monika - 145415 pl
dc.contributor.authorVanthuyne, Nicolaspl
dc.contributor.authorToupet, Loïcpl
dc.contributor.authorRoussel, Christianpl
dc.contributor.authorAutschbach, Jochenpl
dc.contributor.authorReau, Regispl
dc.contributor.authorCrassous, Jeannepl
dc.date.accessioned2015-06-08T13:35:02Z
dc.date.available2015-06-08T13:35:02Z
dc.date.issued2013pl
dc.description.additionalNa publikacji autorka Srebro-Hooper Monika podpisana jako Srebro Monika.pl
dc.description.number49pl
dc.description.physical16722-16728pl
dc.description.volume19pl
dc.identifier.doi10.1002/chem.201302479pl
dc.identifier.eissn1521-3765pl
dc.identifier.issn0947-6539pl
dc.identifier.urihttp://ruj.uj.edu.pl/xmlui/handle/item/9013
dc.languageengpl
dc.language.containerengpl
dc.rights.licenceBez licencji otwartego dostępu
dc.subtypeArticlepl
dc.titleDiastereo- and enantioselective synthesis of organometallic bis(helicene)s by a combination of C-H activation and dynamic isomerizationpl
dc.title.journalChemistry : a European Journalpl
dc.typeJournalArticlepl
dspace.entity.typePublication
dc.abstract.enpl
Homochiral and heterochiral cis-bis-cycloplatinated-[6]helicene derivatives 1 b1, 2, as representative examples of platina[6]helicenes that share a common platinum center, have been prepared. A diastereo- and enantioselective synthesis, which combines CH activation and dynamic isomerization from heterochiral structure 1 b2 into homochiral structure 1 b1, is also described. Overall, this isomerization process results in the transfer of chiral information from one helicene moiety to the other one. The chiroptical properties of homochiral (P)- and (M)-1 b1 were greatly modified upon oxidation into their corresponding (P)- and (M)-diiodo-PtIV complexes (5). The changes were also analyzed by performing theoretical calculations. C[BOND]H activation in the synthesis of organometallic helicenes is further demonstrated by the preparation of cis-bis-cycloplatinated-[8]helicene 1 c.
dc.affiliationpl
Wydział Chemii : Zakład Chemii Teoretycznej im. K. Gumińskiego
dc.contributor.authorpl
Shen, Chengshuo
dc.contributor.authorpl
Anger, Emmanuel
dc.contributor.authorpl
Srebro-Hooper, Monika - 145415
dc.contributor.authorpl
Vanthuyne, Nicolas
dc.contributor.authorpl
Toupet, Loïc
dc.contributor.authorpl
Roussel, Christian
dc.contributor.authorpl
Autschbach, Jochen
dc.contributor.authorpl
Reau, Regis
dc.contributor.authorpl
Crassous, Jeanne
dc.date.accessioned
2015-06-08T13:35:02Z
dc.date.available
2015-06-08T13:35:02Z
dc.date.issuedpl
2013
dc.description.additionalpl
Na publikacji autorka Srebro-Hooper Monika podpisana jako Srebro Monika.
dc.description.numberpl
49
dc.description.physicalpl
16722-16728
dc.description.volumepl
19
dc.identifier.doipl
10.1002/chem.201302479
dc.identifier.eissnpl
1521-3765
dc.identifier.issnpl
0947-6539
dc.identifier.uri
http://ruj.uj.edu.pl/xmlui/handle/item/9013
dc.languagepl
eng
dc.language.containerpl
eng
dc.rights.licence
Bez licencji otwartego dostępu
dc.subtypepl
Article
dc.titlepl
Diastereo- and enantioselective synthesis of organometallic bis(helicene)s by a combination of C-H activation and dynamic isomerization
dc.title.journalpl
Chemistry : a European Journal
dc.typepl
JournalArticle
dspace.entity.type
Publication
Affiliations

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