82489-64-3Relevant academic research and scientific papers
Catalysed and Non-catalysed Reaction Between and Isonitriles
Albers, Michel O.,Coville, Neil J.,Singleton, Eric
, p. 1069 - 1080 (2007/10/02)
The reaction between and isonitrile, RNC, is catalysed by CoCl2*H2O and readily yields the complexes (n = 1-3, R = Me, C6H11, tBu, PhCH2, Ph, 2,6-Me2C6H3, or 2,4,6-Me3C6H2; n = 4, R = tBu; n = 4 or 5, R = Ph, 2,6-Me2C6H3, or 2,4,6-Me3C6H2).The high-yield synthesis of from and RNC in the absence of catalyst is also reported.Trimethylamine N-oxide has been used to synthesize from and RCN and results are compared with the CoCl2 catalysed reaction.All products were characterized by i.r. and n.m.r. spectroscopy.The higher substituted derivatives were further characterized by reaction with I2 and tetracyanoethylene (tcne) and gave (n = 2, R = tBu, PhCH2, or 2,6-Me2C6H3; n = 3, R = tBu or 2,6-Me2C6H3; n = 4, R = 2,6-Me2C6H3) and cis- and trans- from appropriate starting materials.Mechanistic data suggest that the reaction occurs via attack of catalyst at a co-ordinated CO ligand.Subsequent attack by unco-ordinated RNC in an intermolecular, non-bridging mechanism leads to the required isonitrile derivatives.
