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Synthesis and Characterization of Cyclopropaosmanaphthalenes Containing a Fused σ‐Aromatic Metallacyclopropene Unit
Author(s) -
Chu Zhenwei,
He Guomei,
Cheng Xiaoli,
Deng Zhirong,
Chen Jiangxi
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201904815
Subject(s) - aromaticity , protonation , ring (chemistry) , chemistry , conjugated system , density functional theory , computational chemistry , organic chemistry , molecule , ion , polymer
Metalla‐aromatics are important complexes that show unique properties owing to their highly conjugated systems, which show Hückel or Möbius aromaticity. Recently, several metalla‐aromatics showing spiro‐aromaticity or σ‐aromaticity have been reported. Herein, we report the isolation of the first cyclopropametallanaphthalenes, in which the metallacyclopropene ring shows σ‐aromaticity and weak hyperconjugative aromaticity. The reaction of OsCl 2 (PPh 3 ) 3 with o ‐ethynylphenyl alkynes in the presence of PPh 3 followed by protonation with HCl yielded the first cyclopropametallanaphthalenes. The reaction mechanism and the aromaticity were also investigated by density functional theory studies.