1093400-87-3Relevant academic research and scientific papers
Small “Yaw” Angles, Large “Bite” Angles and an Electron-Rich Metal: Revealing a Stereoelectronic Synergy To Enhance Hydride-Transfer Activity
Semwal, Shrivats,Mukkatt, Indulekha,Thenarukandiyil, Ranjeesh,Choudhury, Joyanta
, p. 13051 - 13057 (2017)
Cyclometalated complexes are an important class of (pre)catalysts in many reactions including hydride transfer. The ring size of such complexes could therefore be a relevant aspect to consider while modulating their catalytic activity. However, any correl
Exploring a unique reactivity of N-heterocyclic carbenes (NHC) in rhodium(III)-catalyzed intermolecular C-H activation/annulation
Ghorai, Debasish,Choudhury, Joyanta
supporting information, p. 15159 - 15162 (2014/12/11)
Disclosed herein is the unique conjugative role of N-heterocyclic carbene (NHC) ligands as a directing group in aromatic C-H activation, coupled with a facile NHC-alkenyl annulative reductive elimination which guided the RhIII-catalyzed intermo
Resorcinarene-Functionalised Imidazolium Salts as Ligand Precursors for Palladium-Catalysed Suzuki-Miyaura Cross-Couplings
Sahin, Neslihan,Semeril, David,Brenner, Eric,Matt, Dominique,Oezdemir, Ismail,Kaya, Cemal,Toupet, Loic
, p. 1116 - 1125 (2013/06/27)
Three imidazolium salts based on a rigid resorcinarene platform (1-3) were synthesised and used as catalyst precursors in the Suzuki-Miyaura cross-coupling of aryl halides with phenylboronic acid. In these pro-carbene ligands, the heterocyclic moiety has one N atom connected to a C2 atom of a resorcinolic ring, and the other is substituted by an alkyl group (R=n-propyl, iso-propyl, benzyl). The methinic C atoms of the macrocyclic core are all substituted by a pentyl group. The best catalytic performances were obtained by using an imidazolium/Pd ratio of 1:1. The catalytic systems displayed high activities, which increased in the order R=n-propyl(1)-1h-1 in the arylation of bromotoluene at 100°C in dioxane. Comparative studies showed that the performance of imidazolium salt 3 is significantly superior to that of related salts devoid of a cavity-shaped substituent. These experiments illustrate the role of the bulky resorcinarene unit, which facilitates the reductive elimination step. Modification of the cavitand structure by replacement of the pentyl substituents with phenyl groups further revealed that the catalytic outcome is influenced by the nature of the lower belt-substituents. The results strongly suggest that the Pd catalysts obtained from 1-3 have the metal centre preferentially located outside the cavity.
