960-16-7Relevant articles and documents
Calcium stannyl formation by organostannane dehydrogenation
Morris, Louis J.,Hill, Michael S.,Manners, Ian,Mcmullin, Claire L.,Mahon, Mary F.,Rajabi, Nasir A.
supporting information, p. 12964 - 12967 (2019/11/05)
Reaction of the dimeric calcium hydride, [(BDI)CaH]2 (1), with Ph3SnH ensues with elimination of H2 to provide [(BDI)Ca-μ2-H-(SnPh3)Ca(BDI)] (3) and [(BDI)Ca(SnPh3)]2 (4) alongside dismutation to Ph4Sn, H2 and Sn(0). DFT analysis indicates that stannyl anion formation occurs through deprotonation of Ph3SnH and with retention of dinuclear species throughout the reactions.
Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions
Wang, Xiu,Wang, Zhenhua,Liu, Li,Asanuma, Yuya,Nishihara, Yasushi
, (2019/05/24)
Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of benzoyl fluoride, giving rise to the direct formation of the corresponding cross-coupled products, further demonstrated the synthetic utility of the present method. This newly developed methodology with a good functional-group compatibility via C-F bond cleavage and C-Sn bond formation under nickel catalysis opens a new area for the functionalization of acyl fluorides in terms of carbon-heteroatom bond formation.
Synthesis of arylstannanes by palladium-catalyzed desulfitative coupling reaction of sodium arylsulfinates with distannanes
Lian, Chang,Yue, Guanglu,Zhang, Haonan,Wei, Liyan,Liu, Danyang,Liu, Sichen,Fang, Huayi,Qiu, Di
supporting information, p. 4019 - 4023 (2018/10/04)
A novel Pd-catalyzed desulfitative cross-coupling reaction of sodium arylsulfinates with hexaalkyl distannanes is realized, allowing the facile synthesis of functionalized arylstannanes with moderate to excellent yields. The successful implement of gram-scale synthesis and tandem Stille coupling reaction demonstrates the potential applications of this method in organic synthesis.
