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<title>UTas ePrints - Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2)</title>
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<meta content="Kruis, D." name="eprints.creators_name" />
<meta content="Markies, B.A." name="eprints.creators_name" />
<meta content="Canty, A.J." name="eprints.creators_name" />
<meta content="Boersma, J." name="eprints.creators_name" />
<meta content="van Koten, G." name="eprints.creators_name" />
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<meta content="allan.canty@utas.edu.au" name="eprints.creators_id" />
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<meta content="2008-01-17T02:36:47Z" name="eprints.datestamp" />
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<meta content="Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2)" name="eprints.title" />
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<meta content="Oxidadve addiion of iodoarenes to bis(dibenzylideneacetone)palladium(0) in the presence of N.N. N’,N’-tetramethylethylenediamine (tmeda) affords PdIAr(tmeda) (Ar = 4-MeC6H4, 4-MeOC6H4, 4-Me(O)C6H4, 4-O2NC6H4, 3-MeOC6H4) in high yield. Some of these complexes (Ar = 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) react with LiMe to form PdMeAr(tmeda), and the methyl(aryl)palladium(II) complexes react wbb 2,2’-bipyridyl (bpy) or 1,10-phenanthroline (phen) to afford PdMeAr(L2): PdMePh(phen) may be obtained similarly. All of the diorganopalladium(II) complexes of bpy and phen react with benzyl bromide to form PdBrMeAr(CH2Ph)(L2) but a complex could not be isolated for Ar = 3-MeOC6H4, L2 = bpy. The isolated palladium(IV) complexes react wbh PdMe2(bpy) at -20°C in (CD3)2C0 to selectively transfer henzy1 bromide to give PdMeAr(L2) and PdBrMe2(CH2Ph)(bpy) respctively. The complexes PdBrMeAr(CH2Ph)(bpy) (Ar = Pb, 4-MeC6H4. 4MeOC6H4) undergo selective reductive elimination of Ar-Me in CDCl3 to form PdBr(CH2Ph)(L2), but PdBrMeAr(CH2Ph)(phen) (Ar = Ph. 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) give mixtures of PdBr(CH2Ph)(phen) and Me-Ar togaher with lesser amounts of PdBrMe(phen) and Ar-CH2Ph (ca. 10-20%)." name="eprints.abstract" />
<meta content="1997" name="eprints.date" />
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<meta content="Journal of Organometallic Chemistry" name="eprints.publication" />
<meta content="532" name="eprints.volume" />
<meta content="1-2" name="eprints.number" />
<meta content="235-242" name="eprints.pagerange" />
<meta content="10.1016/S0022-328X(96)06795-2" name="eprints.id_number" />
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<meta content="Kruis, D. and Markies, B.A. and Canty, A.J. and Boersma, J. and van Koten, G. (1997) Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2). Journal of Organometallic Chemistry, 532 (1-2). pp. 235-242. ISSN 0022-328X" name="eprints.citation" />
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<meta content="Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2)" name="DC.title" />
<meta content="Kruis, D." name="DC.creator" />
<meta content="Markies, B.A." name="DC.creator" />
<meta content="Canty, A.J." name="DC.creator" />
<meta content="Boersma, J." name="DC.creator" />
<meta content="van Koten, G." name="DC.creator" />
<meta content="259901 Organometallic Chemistry" name="DC.subject" />
<meta content="Oxidadve addiion of iodoarenes to bis(dibenzylideneacetone)palladium(0) in the presence of N.N. N’,N’-tetramethylethylenediamine (tmeda) affords PdIAr(tmeda) (Ar = 4-MeC6H4, 4-MeOC6H4, 4-Me(O)C6H4, 4-O2NC6H4, 3-MeOC6H4) in high yield. Some of these complexes (Ar = 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) react with LiMe to form PdMeAr(tmeda), and the methyl(aryl)palladium(II) complexes react wbb 2,2’-bipyridyl (bpy) or 1,10-phenanthroline (phen) to afford PdMeAr(L2): PdMePh(phen) may be obtained similarly. All of the diorganopalladium(II) complexes of bpy and phen react with benzyl bromide to form PdBrMeAr(CH2Ph)(L2) but a complex could not be isolated for Ar = 3-MeOC6H4, L2 = bpy. The isolated palladium(IV) complexes react wbh PdMe2(bpy) at -20°C in (CD3)2C0 to selectively transfer henzy1 bromide to give PdMeAr(L2) and PdBrMe2(CH2Ph)(bpy) respctively. The complexes PdBrMeAr(CH2Ph)(bpy) (Ar = Pb, 4-MeC6H4. 4MeOC6H4) undergo selective reductive elimination of Ar-Me in CDCl3 to form PdBr(CH2Ph)(L2), but PdBrMeAr(CH2Ph)(phen) (Ar = Ph. 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) give mixtures of PdBr(CH2Ph)(phen) and Me-Ar togaher with lesser amounts of PdBrMe(phen) and Ar-CH2Ph (ca. 10-20%)." name="DC.description" />
<meta content="1997" name="DC.date" />
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<meta content="Kruis, D. and Markies, B.A. and Canty, A.J. and Boersma, J. and van Koten, G. (1997) Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2). Journal of Organometallic Chemistry, 532 (1-2). pp. 235-242. ISSN 0022-328X" name="DC.identifier" />
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<h1 class="ep_tm_pagetitle">Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2)</h1>
<p style="margin-bottom: 1em" class="not_ep_block"><span class="person_name">Kruis, D.</span> and <span class="person_name">Markies, B.A.</span> and <span class="person_name">Canty, A.J.</span> and <span class="person_name">Boersma, J.</span> and <span class="person_name">van Koten, G.</span> (1997) <xhtml:em>Selectivity in reductive elimination and organohalide transfer from methyl(aryl)benzylpalladium(IV) complexes of bidentate nitrogen donor ligands, PdBrMe(Ar)(CH2Ph)(L2).</xhtml:em> Journal of Organometallic Chemistry, 532 (1-2). pp. 235-242. ISSN 0022-328X</p><p style="margin-bottom: 1em" class="not_ep_block"></p><table style="margin-bottom: 1em" class="not_ep_block"><tr><td valign="top" style="text-align:center"><a href="http://eprints.utas.edu.au/2891/1/JOMC532_252C_235.pdf"><img alt="[img]" src="http://eprints.utas.edu.au/style/images/fileicons/application_pdf.png" border="0" class="ep_doc_icon" /></a></td><td valign="top"><a href="http://eprints.utas.edu.au/2891/1/JOMC532_252C_235.pdf"><span class="ep_document_citation">PDF</span></a> - Full text restricted - Requires a PDF viewer<br />494Kb</td><td><form method="get" accept-charset="utf-8" action="http://eprints.utas.edu.au/cgi/request_doc"><input value="4161" name="docid" accept-charset="utf-8" type="hidden" /><div class=""><input value="Request a copy" name="_action_null" class="ep_form_action_button" onclick="return EPJS_button_pushed( '_action_null' )" type="submit" /> </div></form></td></tr></table><p style="margin-bottom: 1em" class="not_ep_block">Official URL: <a href="http://dx.doi.org/10.1016/S0022-328X(96)06795-2">http://dx.doi.org/10.1016/S0022-328X(96)06795-2</a></p><div class="not_ep_block"><h2>Abstract</h2><p style="padding-bottom: 16px; text-align: left; margin: 1em auto 0em auto">Oxidadve addiion of iodoarenes to bis(dibenzylideneacetone)palladium(0) in the presence of N.N. N’,N’-tetramethylethylenediamine (tmeda) affords PdIAr(tmeda) (Ar = 4-MeC6H4, 4-MeOC6H4, 4-Me(O)C6H4, 4-O2NC6H4, 3-MeOC6H4) in high yield. Some of these complexes (Ar = 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) react with LiMe to form PdMeAr(tmeda), and the methyl(aryl)palladium(II) complexes react wbb 2,2’-bipyridyl (bpy) or 1,10-phenanthroline (phen) to afford PdMeAr(L2): PdMePh(phen) may be obtained similarly. All of the diorganopalladium(II) complexes of bpy and phen react with benzyl bromide to form PdBrMeAr(CH2Ph)(L2) but a complex could not be isolated for Ar = 3-MeOC6H4, L2 = bpy. The isolated palladium(IV) complexes react wbh PdMe2(bpy) at -20°C in (CD3)2C0 to selectively transfer henzy1 bromide to give PdMeAr(L2) and PdBrMe2(CH2Ph)(bpy) respctively. The complexes PdBrMeAr(CH2Ph)(bpy) (Ar = Pb, 4-MeC6H4. 4MeOC6H4) undergo selective reductive elimination of Ar-Me in CDCl3 to form PdBr(CH2Ph)(L2), but PdBrMeAr(CH2Ph)(phen) (Ar = Ph. 4-MeC6H4, 4-MeOC6H4, 3-MeOC6H4) give mixtures of PdBr(CH2Ph)(phen) and Me-Ar togaher with lesser amounts of PdBrMe(phen) and Ar-CH2Ph (ca. 10-20%).</p></div><table style="margin-bottom: 1em" border="0" cellpadding="3" class="not_ep_block"><tr><th valign="top" class="ep_row">Item Type:</th><td valign="top" class="ep_row">Article</td></tr><tr><th valign="top" class="ep_row">Additional Information:</th><td valign="top" class="ep_row">The definitive version is available at http://www.sciencedirect.com
</td></tr><tr><th valign="top" class="ep_row">Subjects:</th><td valign="top" class="ep_row"><a href="http://eprints.utas.edu.au/view/subjects/259901.html">250000 Chemical Sciences > 259900 Other Chemical Sciences > 259901 Organometallic Chemistry</a></td></tr><tr><th valign="top" class="ep_row">Collections:</th><td valign="top" class="ep_row">UNSPECIFIED</td></tr><tr><th valign="top" class="ep_row">ID Code:</th><td valign="top" class="ep_row">2891</td></tr><tr><th valign="top" class="ep_row">Deposited By:</th><td valign="top" class="ep_row"><span class="ep_name_citation"><span class="person_name">Prof Allan J Canty</span></span></td></tr><tr><th valign="top" class="ep_row">Deposited On:</th><td valign="top" class="ep_row">17 Jan 2008 13:36</td></tr><tr><th valign="top" class="ep_row">Last Modified:</th><td valign="top" class="ep_row">17 Jan 2008 13:36</td></tr><tr><th valign="top" class="ep_row">ePrint Statistics:</th><td valign="top" class="ep_row"><a target="ePrintStats" href="/es/index.php?action=show_detail_eprint;id=2891;">View statistics for this ePrint</a></td></tr></table><p align="right">Repository Staff Only: <a href="http://eprints.utas.edu.au/cgi/users/home?screen=EPrint::View&eprintid=2891">item control page</a></p>
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