17873-11-9Relevant articles and documents
Catalytic Enantioselective Dehydrogenative Si-O Coupling to Access Chiroptical Silicon-Stereogenic Siloxanes and Alkoxysilanes
Zhu, Jiefeng,Chen, Shuyou,He, Chuan
supporting information, p. 5301 - 5307 (2021/05/04)
A rhodium-catalyzed enantioselective construction of triorgano-substituted silicon-stereogenic siloxanes and alkoxysilanes is developed. This process undergoes a direct intermolecular dehydrogenative Si-O coupling between dihydrosilanes with silanols or alocohols, giving access to a variety of highly functionalized chiral siloxanes and alkoxysilanes in decent yields with excellent stereocontrol, that significantly expand the chemical space of the silicon-centered chiral molecules. Further utility of this process was illustrated by the construction of CPL-active (circularly polarized luminescence) silicon-stereogenic alkoxysilane small organic molecules. Optically pure bis-alkoxysilane containing two silicon-stereogenic centers and three pyrene groups displayed a remarkable glum value with a high fluorescence quantum efficiency (glum = 0.011, φF = 0.55), which could have great potential application prospects in chiral organic optoelectronic materials.
Catalytic enantioselective synthesis of alkenylhydrosilanes
Igawa, Kazunobu,Yoshihiro, Daisuke,Ichikawa, Nobumasa,Kokan, Naoto,Tomooka, Katsuhiko
supporting information, p. 12745 - 12748 (2013/02/23)
Asymmetric silanes: A synthesis of nonracemic alkenylhydrosilanes has been developed based on the desymmetrization of a dihydrosilane through alkenylation with an alkyne using an asymmetric catalyst. The alkenylhydrosilane product can be used as a versatile chiral building block for other functionalized nonracemic silanes through the stereoselective conversion of its hydride and/or alkenyl moiety. Copyright