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Epoxidation of DL-limonene using an indenyl molybdenum(II) tricarbonyl complex as catalyst precursor

Paper ID Volume ID Publish Year Pages File Format Full-Text
50751 46812 2011 4 PDF Available
Title
Epoxidation of DL-limonene using an indenyl molybdenum(II) tricarbonyl complex as catalyst precursor
Abstract

The complex IndMo(CO)3Me (Ind = η5-C9H7) is an effective catalyst precursor for the epoxidation of DL-limonene using the following oxidant solutions: (i) commercial tert-butylhydroperoxide in decane (TBHPdec), (ii) commercial aqueous TBHP (TBHPaq) pre-mixed with limonene (TBHP_lim), or (iii) TBHPaq pre-mixed with 1,2-dichloroethane (TBHPdce); simple pre-drying treatments of the reaction solutions were applied prior to feeding the catalyst precursor to the batch reactor. The best results were found for the efficiently pre-dried reaction system (iii), which gave higher 1,2-epoxy-p-meth-8-ene yield at 35 min/55 °C than (i) (82% and 73% yield, respectively). This approach avoids the undesirable partial oxidation of decane, which would imply costly work-up procedures to remove high boiling point impurities from the epoxides. These results together with studies on the reactivity of different olefins indicate fairly high regioselectivity toward the epoxidation of the internal double bonds.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► First report of an indenyl molybdenum carbonyl used in catalytic olefin epoxidation. ► Promising performance for the epoxidation of DL-limonene. ► Under dry conditions the reaction rate and selectivity to epoxides are high. ► Three consecutive runs indicate fairly high catalyst stability.

Keywords
Molybdenum; Indenyl complexes; Oxidative decarbonylation; Limonene; Epoxidation; Tert-butylhydroperoxide
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Epoxidation of DL-limonene using an indenyl molybdenum(II) tricarbonyl complex as catalyst precursor
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 15, Issue 1, 15 November 2011, Pages 64–67
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Don't Miss Today's Special Offer
Price was $35.95
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