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Article: Iron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X–H (X = Si, Sn, Ge) Bonds

TitleIron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X–H (X = Si, Sn, Ge) Bonds
Authors
Issue Date2018
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html
Citation
Organic Letters, 2018, v. 20 n. 15, p. 4641-4644 How to Cite?
AbstractAn efficient Fe(TPP)Cl catalyzed insertion reaction of in situ generated benzylic carbenes from N-tosylhydrazones into X–H (X = Si, Sn, Ge) was developed. Silanes bearing tertiary, secondary, and primary (3°, 2°, and 1°) Si–H bonds all reacted well to afford insertion products in moderate to high yields (up to 97%), and the reaction time could be significantly shortened to 1 h under microwave irradiation. A programmable stepwise double insertion strategy was developed for the synthesis of unsymmetrical tetrasubstituted silanes.
DescriptionLetter
Persistent Identifierhttp://hdl.handle.net/10722/269399
ISSN
2017 Impact Factor: 6.492
2015 SCImago Journal Rankings: 3.187

 

DC FieldValueLanguage
dc.contributor.authorWang, EH-
dc.contributor.authorPing, YJ-
dc.contributor.authorLi, ZR-
dc.contributor.authorQin, H-
dc.contributor.authorXu, ZJ-
dc.contributor.authorChe, CM-
dc.date.accessioned2019-04-24T08:06:55Z-
dc.date.available2019-04-24T08:06:55Z-
dc.date.issued2018-
dc.identifier.citationOrganic Letters, 2018, v. 20 n. 15, p. 4641-4644-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/269399-
dc.descriptionLetter-
dc.description.abstractAn efficient Fe(TPP)Cl catalyzed insertion reaction of in situ generated benzylic carbenes from N-tosylhydrazones into X–H (X = Si, Sn, Ge) was developed. Silanes bearing tertiary, secondary, and primary (3°, 2°, and 1°) Si–H bonds all reacted well to afford insertion products in moderate to high yields (up to 97%), and the reaction time could be significantly shortened to 1 h under microwave irradiation. A programmable stepwise double insertion strategy was developed for the synthesis of unsymmetrical tetrasubstituted silanes.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html-
dc.relation.ispartofOrganic Letters-
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.orglett.8b01931-
dc.titleIron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X–H (X = Si, Sn, Ge) Bonds-
dc.typeArticle-
dc.identifier.emailChe, CM: chemhead@hku.hk-
dc.identifier.authorityChe, CM=rp00670-
dc.description.naturepostprint-
dc.identifier.doi10.1021/acs.orglett.8b01931-
dc.identifier.hkuros297294-
dc.identifier.volume20-
dc.identifier.issue15-
dc.identifier.spage4641-
dc.identifier.epage4644-
dc.publisher.placeUnited States-

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