Construction of a Metallacyclopentadiene Ring through the Attack of Carbanions to Mâ ¡C Bond Followed by C-H Activation

Tang, Chun1; Zhang, Shengjie2,3; Lu, Zhengyu2,3; Li, Qian1; Luo, Ming2,3; Chen, Dafa2,3; Xia, Haiping1,2,3

2023-10-01

10.1002/cjoc.202300476

CHINESE JOURNAL OF CHEMISTRY   Impact Factor & Quartile

1001-604X

1614-7065

Metallacyclopentadienes are important metallacycles and regarded as intermediates in many reactions, therefore, new methods to achieve them are anticipated. In this study, a formal [3+2] method, through the reactions of an osmapentalyne with benzyl carbanions, was developed. The reactions underwent a nucleophilic attack of carbanions to the O equivalent to C bond, followed by C-H activation to form the five-membered osmacyclopentadiene ring. Most of the reactions were carried out at room temperature, the substituents on the aromatic rings of benzyl carbanions are diverse, and the resulting products contain an Os-H bond, representing a novel type of 10C-carbolong complexes. This work provides a new convenient route to construct metallacyclopentadienes, which is expected to further promote the development of such a type of substances.

Metallacyclopentadiene Carbolong chemistry Osmium C-H activation Nucleophilic addition

SCI

English

Corresponding

We gratefully acknowledge the NSFC (Nos. 22071098, 21931002 and 22101123), the Guangdong Provincial Key Laboratory of Catalysis (No. 2020B121201002), the Shenzhen Science and Technology Innovation Committee (No. JCYJ20200109140812302), Introduction of Majo["22071098","21931002","22101123"] ; NSFC[2020B121201002] ; Guangdong Provincial Key Laboratory of Catalysis[JCYJ20200109140812302] ; Shenzhen Science and Technology Innovation Committee[2019CX01C079]

Chemistry

Chemistry, Multidisciplinary

WOS:001090793000001

WILEY-V C H VERLAG GMBH

CHEMISTRY

Web of Science

1.Xiamen Univ, Coll Chem & Chem Engn, Collaborat Innovat Ctr Chem Energy Mat, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Fujian, Peoples R China
2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China
3.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis d, Guangdong518055, Shenzhen, Peoples R China

Tang, Chun,Zhang, Shengjie,Lu, Zhengyu,et al. Construction of a Metallacyclopentadiene Ring through the Attack of Carbanions to Mâ ¡C Bond Followed by C-H Activation[J]. CHINESE JOURNAL OF CHEMISTRY,2023.

Tang, Chun.,Zhang, Shengjie.,Lu, Zhengyu.,Li, Qian.,Luo, Ming.,...&Xia, Haiping.(2023).Construction of a Metallacyclopentadiene Ring through the Attack of Carbanions to Mâ ¡C Bond Followed by C-H Activation.CHINESE JOURNAL OF CHEMISTRY.

Tang, Chun,et al."Construction of a Metallacyclopentadiene Ring through the Attack of Carbanions to Mâ ¡C Bond Followed by C-H Activation".CHINESE JOURNAL OF CHEMISTRY (2023).