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Synthesis 2010(21): 3755-3760  
DOI: 10.1055/s-0030-1258233
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Flexible Route toward Polypropylene Model Compounds of Various Tacticities

Xavier Drooghaag, Gaëtan Henry, Jacqueline Marchand-Brynaert*
Institute of Condensed Matter and Nanosciences (IMCN), Unité de Chimie organique et médicinale, Université catholique de Louvain, Bâtiment Lavoisier, Place Louis Pasteur 1, 1348 Louvain-la-Neuve, Belgium
Fax: +32(10)474168; e-Mail: jacqueline.marchand@uclouvain.be;
Further Information

Publication History

Received 12 July 2010
Publication Date:
30 August 2010 (online)

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Abstract

This paper reports the flexible synthesis of 2,4,6,8,10-pentamethylundecane (PMU) as well as a chromatographic method for the separation of its diastereoisomers. This strategy offers a unique opportunity to accede to three model compounds of polypropylene (PP) of different tacticities (i.e., isotactic, syndiotactic, and atactic PP).

Key words

model hydrocarbons - polyolefins - total synthesis - HPLC - NMR

    References

  • 1a

    Both authors have contributed equally to this work.

  • 1b

    Present address of G. Henry: Total Petrochemicals Research, Zone industrielle C, B-7181 Feluy, Belgium.

  • 1c

    Present address of X. Drooghaag: 3B-Fibreglass, Route de Maestricht, B-4651 Battice, Belgium.

  • 2a Henry GRP. Drooghaag X. Rousseaux DDJ. Sclavons M. Devaux J. Marchand-Brynaert J. Carlier V. J. Polym. Sci., Part A: Polym. Chem.  2008,  46:  2936 
    Search in Google Scholar
  • 2b Henry GRP. Drooghaag X. Vandeuren M. Sclavons M. Schanck A. Devaux J. Carlier V. Marchand-Brynaert J. J. Polym. Sci., Part A: Polym. Chem.  2009,  47:  4505 
    Search in Google Scholar
  • 3 Pino P. Pucci S. Benedetti E. Bucci P. Corsi e Seminari di Chimica, Consiglio Nazionale delle Ricerche e Fondazione F. Giordani  1968,  10:  91 
    Search in Google Scholar
  • 4 Rice KC. J. Org. Chem.  1982,  47:  3617 
    CrossrefSearch in Google Scholar
  • 5 Busico V. Cipullo R. Prog. Polym. Sci.  2001,  26:  443 
    CrossrefSearch in Google Scholar
  • 6a Ferguson RC. Trans. N. Y. Acad. Sci.  1967,  29:  495 
    Search in Google Scholar
  • 6b Resconi L. Cavallo L. Fait A. Piemontesi F. Chem. Rev.  2000,  100:  1253 
    Search in Google Scholar
  • 7a Zambelli A. Locatelli P. Bajo G. Macromolecules  1979,  12:  154 
    Search in Google Scholar
  • 7b Zambelli A. Dorman DE. Brewster AIR. Bovey A. Macromolecules  1973,  6:  925 
    Search in Google Scholar
  • 8a Des Mazery R. Pullez M. Lopez F. Harutyunyan SR. Minnaard AJ. Feringa BL. J. Am. Chem. Soc.  2005,  127:  9966 
    Search in Google Scholar
  • 8b Liang B. Novak T. Tan Z. Negishi E.-i. J. Am. Chem. Soc.  2006,  128:  2770 
    Search in Google Scholar
  • 8c ter Horst B. Feringa BL. Minnaard AJ. Org. Lett.  2007,  9:  3013 
    Search in Google Scholar