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Accession Number:
AD0701102
Title:
SYNTHETIC APPLICATIONS OF AROMATIC DESILYLATION AND DESTANNYLATION.
Corporate Author:
SUSSEX UNIV BRIGHTON (ENGLAND)
Report Date:
1969-10-01
Abstract:
Two novel electrophilic displacement reactions have been discovered and their scope as synthetic methods examined. The first provides a useful route to aryl nitroso compounds and involves reaction of aryltrimethyl-silanes or -stannanes with nitrosyl chloride no catalyst being necessary with the stannanes NOCl XC6H4MMe3 yields XC6H4NO. The second provides a useful route to aryl cyanides, and involves reaction of the aryltrimethyl -silanes or -stannanes with cyanogen chloride in the presence of aluminium chloride ClCN XC6H4MMe3 yields over AlCl3 XC6H4CN. In both cases the best yields are obtained from the organotin compounds, with methylene chloride as solvent. Reactions with cyanogen bromide take a different course BrCN PhSnMe3 yields PhBr Me3SnCN. Arenesulphonyl chlorides have been found to react with bistrimethylsilylacetylene under Friedel Crafts conditions, and this provides a novel synthesis of ethynyl sulphones XC6H4SO2Cl Me3SiCCSiMe3 yields over AlCl3 Me3SiCCSO2C6H4X. Author
Descriptive Note:
Final rept.,
Pages:
0014
Contract Number:
DAJA37-69-C-0014
File Size:
0.00MB
