Utilisation of ionic liquid solvents for the synthesis of Lily-of-the-Valley fragrance {beta-Lilial (R); 3-(4-t-butylphenyl)-2-methylpropanal}

Stewart Forsyth, Nimal Gunaratne, Christopher Hardacre, A. McKeown, David Rooney, Kenneth Seddon

Research output: Contribution to journalArticle

57 Citations (Scopus)

Abstract

The Heck arylation of 2-methylprop-2-en- I -ol in ionic liquids and organic solvents is reported using a range of homogeneous and heterogeneous palladium catalysts. Higher activity is observed in the ionic liquid media compared with N-methyl pyrrolidinone and under solventless conditions. The ionic liquid-catalyst system may be recycled easily with little loss in activity, although significant palladium leaching from the heterogeneous catalyst was observed. In the case of Trans-bis(2,3-dihydro-3-methylbenzothiazole-2-ylidene)diiodopalladium (11) reported to be highly active for this transformation, significant induction petiods were observed indicating that nanoparticles may be responsible for the catalysis. Using the ionic liquid Heck reaction, a recyclable synthesis for the fragrance beta-Lilial((R)) has been developed. (c) 2004 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)61-66
Number of pages6
JournalJOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
Volume231 (1-2)
Issue number1-2
DOIs
Publication statusPublished - 20 Apr 2005

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology
  • Materials Science (miscellaneous)

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