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doi:10.1016/j.molcata.2005.06.013 
Copyright © 2005 Elsevier B.V. All rights reserved.
Catalytic carbonylation of 4-penten-1-ol to 
-caprolactone and oligocaprolactone
Received 23 February 2005;
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Abstract
A catalyst consisting of Pd2(dba)3 + 2 XANTPhos (dba = dibenzylideneacetone, XANTPhos = 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene) in toluene catalyzes the alkoxycarbonylation of 4-penten-1-ol to form the cyclic products -caprolactone and 2-methylvalerolactone, as well as oligocaprolactone. The conversion and selectivity observed using this catalyst is higher than that observed with other reported systems with the regioselectivity for terminal carbonylation exceeding 70%.
Graphical abstract
Pd2(dba)3 + XANTPhos in toluene is a catalyst for the alkoxycarbonylation of 4-penten-1-ol to -caprolactone and 2-methylvalerolactone, as well as oligocaprolactone.
Keywords: -Caprolactone; Carbonylation; Palladium catalyst; Carbon monoxide; Lactones
Article Outline
- 1. Introduction
- 2. Experimental
- 2.1. Materials
- 2.2. General experimental methods
- 2.3. Synthesis of transesterification product
- 2.4. General procedure for the carbonylation of penten-1-ol
- 3. Results and discussion
- 3.1. Carbonylations of 4-penten-1-ol: comparison of catalytic systems
- 3.2. The carbonylation of 4-penten-1-ol: variations of the catalyst system and mechanistic considerations
- 4. Conclusion
- Acknowledgements
- References
