Metallacycle Expansion and Annulation: Access to Tetrazolo‐Fused Osmacycles by Reaction of Cyclic Osmium Carbyne with Sodium Azide

Main observation and conclusion The reaction of a cyclic osmacarbyne complex with sodium azide led to the formation of a ring expansion‐annulation product, a unique tetrazole annulated polycyclic metallacycle. The reaction proceeds by insertion of a nitrogen atom into the metal carbon triple bond an...

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Published inChinese journal of chemistry Vol. 39; no. 12; pp. 3435 - 3442
Main Authors Wang, Hongjian, Lin, Yu‐Mei, Chen, Siyuan, Ruan, Yonghong, Xia, Haiping
Format Journal Article
LanguageEnglish
Published Weinheim WILEY‐VCH Verlag GmbH & Co. KGaA 01.12.2021
Wiley Subscription Services, Inc
Subjects
Annulation
Aza‐heterocycle
Carbyne
Chemical reactions
Cycloaddition
Metallacycles
Organic chemistry
Organometallic compounds
Osmium
Osmium carbyne
Ring expansion
Sodium
Sodium azide
Sodium azides
Tetrazoles
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Summary:Main observation and conclusion The reaction of a cyclic osmacarbyne complex with sodium azide led to the formation of a ring expansion‐annulation product, a unique tetrazole annulated polycyclic metallacycle. The reaction proceeds by insertion of a nitrogen atom into the metal carbon triple bond and the second azide participating in the [2+3] cycloaddition. The successful isolation and characterization of metalla‐azirine complex and metallapyridinium derivative strongly validated the mechanism for the formation of the title complex. The work demonstrates a new strategy to enrich the varieties of aza‐metallacyclic species.
ISSN:1001-604X
1614-7065
DOI:10.1002/cjoc.202100589