A simple and practical phase-separation approach to the recycling of a homogeneous metathesis catalyst

Chemical Communications

Volumn , Issue 8, 2006, Pages 841-843

  Michrowska, Anna ^a   Gułajski, Łukasz ^b   Grela, Karol ^a  

^a POLISH ACADEMY OF SCIENCES   (Poland)

^b WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ASARONE; CARBENOID; RUTHENIUM; SILICA GEL;

AIR; ARTICLE; CATALYST; CHEMICAL REACTION; MOLECULAR STABILITY; PURIFICATION; RECYCLING; SEPARATION TECHNIQUE;

EID: 32944467328     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b517088e     Document Type: Article

References (36)

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31. (b) Interestingly, the isomeric complex 16b shows significantly lower stability when compared with 2b and 16. A. Michrowska, MSc Thesis, Department of Organic Chemistry, Warsaw University of Technology, Warsaw, Poland, 2003
32. This investigation was in part inspired by recent elegant work of Fogg et al. on new aryloxide Ru complexes, which show also a high affinity for silica gel. See ref. [3].
33. We thank Ms. Zuzanna Kaczmarska and Mr Michal Barbasiewicz for the photographic documentation of this experiment.
34. 2 fraction was concentrated under reduced pressure to yield N-p-tosyl-2,5-dihydro-1H-pyrrole (19) as a colorless solid (137 mg, 99% yield, > 95% purity (GC), 83 ppm Ru). After evaporation of the EtOAc fraction catalyst 16 was obtained as an olive green microcrystalline solid (16.5 mg, 81% yield, 96% purity (NMR)).
35. The product library presented in Scheme 4 was obtained using the "Radleys Heated Carousel Reaction Station" parallel reactor (www.radleys.com). We suppose that the catalyst recovery step can also be automated, e.g. by using the "Radleys Carousel Work-Up Station" or similar equipment.
36. Li the case of fluorous solid-phase separation of 9a and 10a, 10b the remaining ruthenium levels were in the range 1000-4000 ppm, see ref. [13].