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Synthesis of Long, Palladium End-Capped Polyynes through the Use of Asymmetric 1-Iodopolyynes.

To purchase or authenticate to the full-text of this article, please visit this link: http://onlinelibrary.wiley.com/doi/10.1002/chem.201502737/abstract Byline: BartAomiej Pigulski, Nurbey Gulia, SAawomir Szafert Keywords: alkynes; cross-coupling; hyperconjugation; iodine; palladium Abstract The syn... Full description

Journal Title: Chemistry (Weinheim an der Bergstrasse Germany), December 1, 2015, Vol.21(49), pp.17769-17778
Main Author: Pigulski, Bartłomiej
Other Authors: Gulia, Nurbey , Szafert, Sławomir
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201502737
Link: http://search.proquest.com/docview/1736681110/?pq-origsite=primo
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title: Synthesis of Long, Palladium End-Capped Polyynes through the Use of Asymmetric 1-Iodopolyynes.
format: Article
creator:
  • Pigulski, Bartłomiej
  • Gulia, Nurbey
  • Szafert, Sławomir
subjects:
  • Alkynes
  • Cross-Coupling
  • Hyperconjugation
  • Iodine
  • Palladium
ispartof: Chemistry (Weinheim an der Bergstrasse, Germany), December 1, 2015, Vol.21(49), pp.17769-17778
description: To purchase or authenticate to the full-text of this article, please visit this link: http://onlinelibrary.wiley.com/doi/10.1002/chem.201502737/abstract Byline: BartAomiej Pigulski, Nurbey Gulia, SAawomir Szafert Keywords: alkynes; cross-coupling; hyperconjugation; iodine; palladium Abstract The synthesis of a unique series of long, asymmetric 1-iodopolyynes (1-C.sub.nI and 2-C.sub.nI) with the sp-hybridized carbon chain up to a decapentayne is reported. These compounds were then used as substrates in reactions with Pd(PPh.sub.3).sub.4 leading to another series of palladium end-capped polyynes, which were unstable in solution. Organometallic octatetraynes 1-C.sub.8[Pd]I, 2-C.sub.8[Pd]I, and decapentayne 1-C.sub.10[Pd]I are palladium end-capped polyyne compounds with the longest carbon chains reported so far. All the complexes as well as their organic precursors were fully characterized by NMR, HRMS(ESI), IR, TGA-DTA, and UV/Vis techniques, and the X-ray crystal structures of two silyl-protected precursors and one palladium complex are presented. The synthetic approach for palladium species is envisioned as a general route for the synthesis of labile organometallic polyynes. Author Affiliation: Department of Chemistry, University of WrocAaw, 14 F. Joliot-Curie, 50-383 WrocAaw (Poland) http://www.zb1.chem.uni.wroc.pl Supporting information: Additional Supporting Information may be found in the online version of this article As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. CAPTION(S): miscellaneous_information
language: eng
source:
identifier: E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201502737
fulltext: fulltext
issn:
  • 15213765
  • 1521-3765
url: Link


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titleSynthesis of Long, Palladium End-Capped Polyynes through the Use of Asymmetric 1-Iodopolyynes.
creatorPigulski, Bartłomiej ; Gulia, Nurbey ; Szafert, Sławomir
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ispartofChemistry (Weinheim an der Bergstrasse, Germany), December 1, 2015, Vol.21(49), pp.17769-17778
identifierE-ISSN: 1521-3765 ; DOI: 10.1002/chem.201502737
subjectAlkynes ; Cross-Coupling ; Hyperconjugation ; Iodine ; Palladium
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descriptionTo purchase or authenticate to the full-text of this article, please visit this link: http://onlinelibrary.wiley.com/doi/10.1002/chem.201502737/abstract Byline: BartAomiej Pigulski, Nurbey Gulia, SAawomir Szafert Keywords: alkynes; cross-coupling; hyperconjugation; iodine; palladium Abstract The synthesis of a unique series of long, asymmetric 1-iodopolyynes (1-C.sub.nI and 2-C.sub.nI) with the sp-hybridized carbon chain up to a decapentayne is reported. These compounds were then used as substrates in reactions with Pd(PPh.sub.3).sub.4 leading to another series of palladium end-capped polyynes, which were unstable in solution. Organometallic octatetraynes 1-C.sub.8[Pd]I, 2-C.sub.8[Pd]I, and decapentayne 1-C.sub.10[Pd]I are palladium end-capped polyyne compounds with the longest carbon chains reported so far. All the complexes as well as their organic precursors were fully characterized by NMR, HRMS(ESI), IR, TGA-DTA, and UV/Vis techniques, and the X-ray crystal structures of two silyl-protected precursors and one palladium complex are presented. The synthetic approach for palladium species is envisioned as a general route for the synthesis of labile organometallic polyynes. Author Affiliation: Department of Chemistry, University of WrocAaw, 14 F. Joliot-Curie, 50-383 WrocAaw (Poland) http://www.zb1.chem.uni.wroc.pl Supporting information: Additional Supporting Information may be found in the online version of this article As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. CAPTION(S): miscellaneous_information
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