Silylative decarbonylation: A new route to arylsilanes

Journal Article · Wed Jul 19 04:00:00 EDT 1989 · Journal of the American Chemical Society; (USA)

DOI:https://doi.org/10.1021/ja00197a058· OSTI ID:7198042

Rich, J D ^[1]

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1. General Electric Corporate Research and Development Center, Schenectady, NY (USA)

A new synthetic procedure for the preparation of aromatic chlorosilanes via the palladium-catalyzed reaction of methylchlorodisilanes and aromatic acid chloride is described. The silylative decarbonylation process is solventless, can utilize low metal catalyst loadings (500-1,000 ppm Pd), is carried out under moderate conditions (145{degree}C), and selectively gives aromatic chlorosilanes in good yield, generally 60-85%. The procedure is tolerant of a variety of aromatic substituents, for example, alkyl, halo, nitro, cyano, imide, acid anhydride, etc., and the synthesis of several new substituted aromatic chlorosilanes containing benzoyl chloride and phthalic anhydride moieties is described. Chloromethyldisilane starting reagents are available from the direct reaction of methyl chloride and silicon, making this methodology an attractive synthetic route to functionalized aromatic chlorosilanes.

• OSTI ID: 7198042
• Journal Information: Journal of the American Chemical Society; (USA), Journal Name: Journal of the American Chemical Society; (USA) Vol. 111:15; ISSN 0002-7863; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
360601* -- Other Materials-- Preparation & Manufacture
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201 -- Chemical & Physicochemical Properties
CATALYSIS
CHLORIDES
CHLORINE COMPOUNDS
DATA
DATA ANALYSIS
ELEMENTS
EXPERIMENTAL DATA
HALIDES
HALOGEN COMPOUNDS
HIGH TEMPERATURE
INFORMATION
MATERIALS
MEASURING INSTRUMENTS
MEASURING METHODS
METALS
NUMERICAL DATA
PALLADIUM
PLATINUM METALS
SEMICONDUCTOR MATERIALS
SILICON CHLORIDES
SILICON COMPOUNDS
SYNTHESIS
TRANSITION ELEMENTS