Large-scale preparation and labelling reactions of deuterated silanes

A catalytic synthesis of deuterated silanes SiEt3D, SiMe2PhD and SiPh2D2 is reported that allows their facile generation in a 3–4 g scale, utilizing D2 (0.5 bar) as the hydrogen isotope source and low catalyst loadings (0.01 mol%). The catalyst precursor is the rhodium (III) complex 1, which contain...

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Detalles Bibliográficos
Autores: Campos Manzano, Jesús, Rubio Moreno, Miguel, Esqueda Oliva, Ana Cristina, Carmona Guzmán, Ernesto
Tipo de recurso: artículo
Estado:Versión enviada para evaluación y publicación
Fecha de publicación:2012
País:España
Institución:Universidad de Sevilla (US)
Repositorio:idUS. Depósito de Investigación de la Universidad de Sevilla
OAI Identifier:oai:idus.us.es:11441/79316
Acceso en línea:https://hdl.handle.net/11441/79316
https://doi.org/10.1002/jlcr.1950
Access Level:acceso abierto
Palabra clave:Deuterium
Deuterium exchange
Rhodium
Silanes
Deuterosilylation
Catalysis
Descripción
Sumario:A catalytic synthesis of deuterated silanes SiEt3D, SiMe2PhD and SiPh2D2 is reported that allows their facile generation in a 3–4 g scale, utilizing D2 (0.5 bar) as the hydrogen isotope source and low catalyst loadings (0.01 mol%). The catalyst precursor is the rhodium (III) complex 1, which contains a (η5‐C5Me5)Rh cation stabilized by coordination to a cyclometallated phoshine PMeXyl2 (Xyl = 2,6‐C6H3Me2). The same complex is also an active catalyst for the hydrosilylation of the CO and C≡N bonds of various ketones, aldehydes and α,β‐unsaturated nitriles. Hence, combination of these two properties permits development of a simple and proficient one‐flask, two‐step procedure for the deuterosilylation of these substrates.