Direct amidation of metallaaromatics: access to N-functionalized osmapentalynes via a 1,5-bromoamidated intermediate dagger

Wang, Hongjian1; Ruan, Yonghong1; Lin, Yu-Mei1; Xia, Haiping1,2

2021-04-01

10.1039/d1sc01571k

Chemical Science   影响因子和分区

2041-6520

2041-6539

The direct C-H amidation or imidation of metallaaromatics with N-bromoamides or imides has been achieved under mild conditions and leads to the formation of a family of N-functionalized metallapentalyne derivatives. A unique 1,5-bromoamidated species has been identified, and can be viewed as a sigma(H)-adduct intermediate in a nucleophilic aromatic substitution. The 1,5-addition of both electrophilic and nucleophilic moieties into the metallaaromatic framework demonstrates a novel pathway in contrast to the typical radical process of arene C-H amidation involving N-haloamide reagents.

SCI ; EI

英语

NI期刊

通讯

National Natural Science Foundation of China["U1705254",22071206,21931002,21671164]

Chemistry

Chemistry, Multidisciplinary

WOS:000637371700001

ROYAL SOC CHEMISTRY

20212010362415

Amines ; Aromatic hydrocarbons

Organic Compounds:804.1

Web of Science

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

Wang, Hongjian,Ruan, Yonghong,Lin, Yu-Mei,et al. Direct amidation of metallaaromatics: access to N-functionalized osmapentalynes via a 1,5-bromoamidated intermediate dagger[J]. Chemical Science,2021,12:6315-6322.

Wang, Hongjian,Ruan, Yonghong,Lin, Yu-Mei,&Xia, Haiping.(2021).Direct amidation of metallaaromatics: access to N-functionalized osmapentalynes via a 1,5-bromoamidated intermediate dagger.Chemical Science,12,6315-6322.

Wang, Hongjian,et al."Direct amidation of metallaaromatics: access to N-functionalized osmapentalynes via a 1,5-bromoamidated intermediate dagger".Chemical Science 12(2021):6315-6322.