Craig-Hückel Hybrid Aromatic Metalla-dehydro[11]annulenes Constructed by a Formal [10+1] Cycloaddition Reaction

Ruan，Kaidong1,2; Lu，Zhengyu2; Rao，Ren1,2; Liu，Jiao Jiao2; Chen，Dafa2; Xia，Haiping1,2

2024-02-12

10.1002/anie.202316885

Angewandte Chemie - International Edition   影响因子和分区

1433-7851

1521-3773

Aromatic metalla-annulenes are important aromatic compounds, research into which has been mainly concentrated on metal-benzenes and their lower homologues. Reports on their superior homologs are rare, and this has greatly limited the systematic study of their properties. In this work, a series of osma-dehydro[11]annulenes with good air and thermal stability were prepared in high yields through a simple [10+1] strategy, by incorporating a metal fragment into conjugated ten-carbon chains in a one-pot reaction. They are the first monometallic aromatic metalla-[n]annulenes with the ring size larger than 6, and their Craig-Hückel hybrid aromaticity is supported by various physical and computational parameters. Besides, these complexes show versatile reactivities, not only giving further evidence for their aromaticity, but also demonstrating their physical and chemical properties can easily be regulated. This work enriches the metalla-aromatic chemistry, and provides a new avenue for the synthesis of large metalla-annulenes with different ring sizes.

Annulene Aromaticity dπ-pπ Conjugation Metallacycles [10+1] Cycloaddition Reaction

SCI ; EI

英语

通讯

CHEMISTRY

2-s2.0-85182217174

Scopus

1.State Key Laboratory of Physical Chemistry of Solid Surfaces,College of Chemistry and Chemical Engineering,Xiamen University,Xiamen,361005,China
2.Shenzhen Grubbs Institute,Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China

Ruan，Kaidong,Lu，Zhengyu,Rao，Ren,et al. Craig-Hückel Hybrid Aromatic Metalla-dehydro[11]annulenes Constructed by a Formal [10+1] Cycloaddition Reaction[J]. Angewandte Chemie - International Edition,2024,63(7).

Ruan，Kaidong,Lu，Zhengyu,Rao，Ren,Liu，Jiao Jiao,Chen，Dafa,&Xia，Haiping.(2024).Craig-Hückel Hybrid Aromatic Metalla-dehydro[11]annulenes Constructed by a Formal [10+1] Cycloaddition Reaction.Angewandte Chemie - International Edition,63(7).

Ruan，Kaidong,et al."Craig-Hückel Hybrid Aromatic Metalla-dehydro[11]annulenes Constructed by a Formal [10+1] Cycloaddition Reaction".Angewandte Chemie - International Edition 63.7(2024).