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Article: Iron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X–H (X = Si, Sn, Ge) Bonds
Title | Iron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X–H (X = Si, Sn, Ge) Bonds |
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Authors | |
Issue Date | 2018 |
Publisher | American 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? |
Abstract | An 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. |
Description | Letter |
Persistent Identifier | http://hdl.handle.net/10722/269399 |
ISSN | 2023 Impact Factor: 4.9 2023 SCImago Journal Rankings: 1.245 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Wang, EH | - |
dc.contributor.author | Ping, YJ | - |
dc.contributor.author | Li, ZR | - |
dc.contributor.author | Qin, H | - |
dc.contributor.author | Xu, ZJ | - |
dc.contributor.author | Che, CM | - |
dc.date.accessioned | 2019-04-24T08:06:55Z | - |
dc.date.available | 2019-04-24T08:06:55Z | - |
dc.date.issued | 2018 | - |
dc.identifier.citation | Organic Letters, 2018, v. 20 n. 15, p. 4641-4644 | - |
dc.identifier.issn | 1523-7060 | - |
dc.identifier.uri | http://hdl.handle.net/10722/269399 | - |
dc.description | Letter | - |
dc.description.abstract | An 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.language | eng | - |
dc.publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/orlef7/index.html | - |
dc.relation.ispartof | Organic Letters | - |
dc.rights | This 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.title | Iron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X–H (X = Si, Sn, Ge) Bonds | - |
dc.type | Article | - |
dc.identifier.email | Che, CM: chemhead@hku.hk | - |
dc.identifier.authority | Che, CM=rp00670 | - |
dc.description.nature | postprint | - |
dc.identifier.doi | 10.1021/acs.orglett.8b01931 | - |
dc.identifier.scopus | eid_2-s2.0-85050983432 | - |
dc.identifier.hkuros | 297294 | - |
dc.identifier.volume | 20 | - |
dc.identifier.issue | 15 | - |
dc.identifier.spage | 4641 | - |
dc.identifier.epage | 4644 | - |
dc.identifier.isi | WOS:000441112700057 | - |
dc.publisher.place | United States | - |
dc.identifier.issnl | 1523-7052 | - |