Synthesis and Characterization of Lipophilic Organotins. Application to the Functionalization of Silica Gel
作者:Marie-Laurence Dumartin、Hicham El Hamzaoui、Bernard Jousseaume、Marie-Claude Rascle、Thierry Toupance、Hassan Allouchi
DOI:10.1021/om700534j
日期:2007.11.1
The synthesis of the lipophilic docosyltri(hex-1-ynyl)tin was achieved in three steps according to two different synthetic pathways. This compound reacted with nonporous silica to yield surface-modified silica via the loss of the three alkynyl functionalities and the formation of Si-bulk-O-Sn-C bonds. The reactivity and the maximum chain loading reached were compared to those obtained with the heptadecafluorodecyltin analogue. The differences observed were rationalized in terms of electronic demand and cross-sectional area of the grafted chain, as evidenced by FTIR spectroscopy and X-ray crystal structures of the precursors.
Krause; Pohland, Chemische Berichte, 1924, vol. 57, p. 540
作者:Krause、Pohland
DOI:——
日期:——
Synthesis of arylstannanes by palladium-catalyzed desulfitative coupling reaction of sodium arylsulfinates with distannanes
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.