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Electronic and steric effects of various silyl groups in radical addition reactions

✍ Scribed by Jih Ru Hwu; Ke Yung King; I-Fay Wu; Gholam H. Hakimelahi


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
223 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis


The ligands on a silicon atom in allylsilanes were found to influence the efficiency of their reaction with ketones in the presence of MnO2. An electrondonating group on silicon provided a promoting effect, yet the steric effect of a bulky silyl group retarded the addition process.


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Hindered biaryls and heterobiaryls are even easier to prepare by intramolecular free radical [1,5] ipso substition using sulfonamide and sulfonate tethering chains, since the introduction of either electron releasing or electron withdrawing groups ortho to the sulfonyl substituted acceptor ring faci