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)

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)

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 obtaine...

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Autores principales: TERRAZA,CLAUDIO A, TAGLE,LUIS H, LEMBACH,HANS
Lenguaje:English
Publicado: Sociedad Chilena de Química 2010
Materias:
Silicon
silarylene
dibenzyl bromide
dibenzyl nitrile
diphenylacetic acid
phenethylamines
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000100032
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spelling oai:scielo:S0717-970720100001000322010-04-29DIFUNCTIONAL 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)TERRAZA,CLAUDIO ATAGLE,LUIS HLEMBACH,HANS Silicon silarylene dibenzyl bromide dibenzyl nitrile diphenylacetic acid phenethylamines 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.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.55 n.1 20102010-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000100032en10.4067/S0717-97072010000100032
institution Scielo Chile
collection Scielo Chile
language English
topic Silicon
silarylene
dibenzyl bromide
dibenzyl nitrile
diphenylacetic acid
phenethylamines
spellingShingle Silicon
silarylene
dibenzyl bromide
dibenzyl nitrile
diphenylacetic acid
phenethylamines
TERRAZA,CLAUDIO A
TAGLE,LUIS H
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)
description 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.
author TERRAZA,CLAUDIO A
TAGLE,LUIS H
LEMBACH,HANS
author_facet TERRAZA,CLAUDIO A
TAGLE,LUIS H
LEMBACH,HANS
author_sort TERRAZA,CLAUDIO A
title 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)
title_short 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)
title_full 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)
title_fullStr 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)
title_full_unstemmed 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)
title_sort 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)
publisher Sociedad Chilena de Química
publishDate 2010
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000100032
work_keys_str_mv AT terrazaclaudioa difunctionalsilarylenecontainingaliphaticcompoundssynthesisandcharacterizationofbispcarboxymethylphenylrphenylsilaneandbisp2aminoethylphenylrphenylsilanermeph
AT tagleluish difunctionalsilarylenecontainingaliphaticcompoundssynthesisandcharacterizationofbispcarboxymethylphenylrphenylsilaneandbisp2aminoethylphenylrphenylsilanermeph
AT lembachhans difunctionalsilarylenecontainingaliphaticcompoundssynthesisandcharacterizationofbispcarboxymethylphenylrphenylsilaneandbisp2aminoethylphenylrphenylsilanermeph
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