Disilylation of Palladacycles that were Generated through the C−H Activation of Aryl Halides. Issue 7 (11th June 2018)

• Record Type: Journal Article
• Authors: Ma, Xiaotian; Lu, Ailan; Ji, Xiaoming; Shi, Guangfa; Zhang, Yanghui
• Is Part Of: Asian journal of organic chemistry. Volume 7:Issue 7(2018)
• Page Start: 1403
• Page End: 1410
• Publication Date: 2018-06-11
• Subjects: C−H activation -- palladacycles -- palladium -- silylation -- synthetic methods; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201800178
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: The reactions of various C, C‐palladacycles that were generated through the C−H activation of aryl halides with disilanes have been studied. The reaction of arylnorbornyl palladacycles, which were generated through a Catellani reaction, with hexamethyldisilane proceeded very efficiently to afford disilylated products. Palladacycles that were obtained through the remote C−H activation of aryl halides that contained a styrene moiety with an ether linkage also underwent a disilylation reaction with hexamethyldisilane. Furthermore, the reactions of dibenzopalladacyclopentadienes, which were generated from 2‐iodobiphenyls, with diphenyltetramethyldisilane were also investigated and a range of 2‐iodobiphenyls were disilylated in moderate yields. Abstract : Or di trying : The palladium‐catalyzed disilylation of aryl halides has been investigated by using C−H activation. A variety of aryl halides can be disilylated through three different types of C−H activation: C(sp 2 )−H activation, remote C−H activation, and norbonene‐assisted C−H activation.