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Journal of the Chilean Chemical Society

versión On-line ISSN 0717-9707

Resumen

TERRAZA, CLAUDIO A; TAGLE, LUIS H  y  LEMBACH, HANS. DIFUNCTIONAL SILARYLENE-CONTAINING ALIPHATIC COMPOUNDS: SYNTHESIS AND CHARACTERIZATION OF BIS(p (CARBOXYMETHYL)PHENYL)(R)PHENYLSILANE AND BIS(p-(2-AMINOETHYL)PHENYL)(R)PHENYLSILANE (R = Me, Ph). J. Chil. Chem. Soc. [online]. 2010, vol.55, n.1, pp.137-140. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072010000100032.

This work describes the synthesis of aliphatic diacids and diamines containing a silarylene moiety in the structure. These compounds can be employed as monomers for the synthesis of poly(amides) and poly(esters) or other condensation polymers. Thus, bis(p-methylphenylen)(R)phenylsilanes were obtained from p-bromotoluene and dicloro(R)phenylsilane (R= Me, Ph). Also, the dibenzyl nitrile compounds bis(p-(cyanomethyl)phenylen)(R)phenylsilanes were synthesized from the respective bis(p-(bromomethyl)phenylen) (R)phenylsilanes derivatives. The hydrolysis of the dibenzyl nitrile derivatives gives the respective diacids bis(p-(carboxymethyl)phenylen)(R)phenylsilanes with low yield. A direct Grignard reaction type was also studied using as precursors the dibenzyl bromide compounds. In a second stage, the synthesis of the phenethylamine bis(p-(2-aminoethyl)phenylen)(R)phenylsilane was studied by the reduction of the dibenzyl nitrile compounds. All compounds were characterized by IR-TF, 1H, 13C and 29Si NMR.

Palabras clave : Silicon; silarylene; dibenzyl bromide; dibenzyl nitrile; diphenylacetic acid; phenethylamines.

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