Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives

Tomasek J, Seßler M, Gröger H, Schatz J (2015)
Molecules 20(10): 19130-19141.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Autor*in
Tomasek, Jasmine; Seßler, Miriam; Gröger, HaraldUniBi; Schatz, Jürgen
Abstract / Bemerkung
A range of water-immiscible commercially available Grubbs-type precatalysts can be used in ring-closing olefin metathesis reaction in high yields. The synthetic transformation is possible in pure water under ambient conditions. Sulfocalixarenes can help to boost the reactivity of the metathesis reaction by catalyst activation, improved mass transfer, and solubility of reactants in the aqueous reaction media. Additionally, the use of supramolecular additives allows lower catalyst loadings, but still high activity in pure water under aerobic conditions.
Erscheinungsjahr
2015
Zeitschriftentitel
Molecules
Band
20
Ausgabe
10
Seite(n)
19130-19141
ISSN
1420-3049
Page URI
https://pub.uni-bielefeld.de/record/2785615

Zitieren

Tomasek J, Seßler M, Gröger H, Schatz J. Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives. Molecules. 2015;20(10):19130-19141.
Tomasek, J., Seßler, M., Gröger, H., & Schatz, J. (2015). Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives. Molecules, 20(10), 19130-19141. doi:10.3390/molecules201019130
Tomasek, Jasmine, Seßler, Miriam, Gröger, Harald, and Schatz, Jürgen. 2015. “Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives”. Molecules 20 (10): 19130-19141.
Tomasek, J., Seßler, M., Gröger, H., and Schatz, J. (2015). Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives. Molecules 20, 19130-19141.
Tomasek, J., et al., 2015. Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives. Molecules, 20(10), p 19130-19141.
J. Tomasek, et al., “Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives”, Molecules, vol. 20, 2015, pp. 19130-19141.
Tomasek, J., Seßler, M., Gröger, H., Schatz, J.: Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives. Molecules. 20, 19130-19141 (2015).
Tomasek, Jasmine, Seßler, Miriam, Gröger, Harald, and Schatz, Jürgen. “Olefin Metathesis Reaction in Water and in Air Improved by Supramolecular Additives”. Molecules 20.10 (2015): 19130-19141.

3 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Ammonium-tagged ruthenium-based catalysts for olefin metathesis in aqueous media under ultrasound and microwave irradiation.
Gułajski Ł, Tracz A, Urbaniak K, Czarnocki SJ, Bieniek M, Olszewski TK., Beilstein J Org Chem 15(), 2019
PMID: 30745991
Recent Advances in Olefin Metathesis.
Vougioukalakis GC., Molecules 21(12), 2016
PMID: 28009837

35 References

Daten bereitgestellt von Europe PubMed Central.


Grubbs R.H.., 2003

Cornils B., Herrmann W.A.., 2004
Conducting olefin metathesis reactions in air: Breaking the paradigm
Guidone S., Songis O., Nahra F., Cazin C.S.J.., 2015
Olefin metathesis for chemical biology.
Binder JB, Raines RT., Curr Opin Chem Biol 12(6), 2008
PMID: 18935975
Aqueous olefin metathesis.
Burtscher D, Grela K., Angew. Chem. Int. Ed. Engl. 48(3), 2009
PMID: 18980239
Transition metal catalyzed cross-couplings going green: In Water at room temperature
Lipshutz B.H., Ghorai S.., 2008
Development of aqueous metathesis catalysts
Zaman S., Curnow O.J., Abell A.D.., 2009
Alkene metathesis in water
Grela K., Gułajski Ł., Skowerski K.., 2013

Torborg C., Samjlowicz C., Grela K.., 2012
Olefin metathesis in aqueous media
Tomasek J., Schatz J.., 2013
A solid-supported phosphine-free ruthenium alkylidene for olefin metathesis in methanol and water.
Connon SJ, Blechert S., Bioorg. Med. Chem. Lett. 12(14), 2002
PMID: 12086837
Practical olefin metathesis in protic media under an air atmosphere
Connon S.J., Rivard M., Zaja M., Blechert M.S.., 2003
Olefin metathesis in water using acoustic emulsification
Gułajski Ł., Śledz P., Lupa A., Grela K.., 2008
Metathesis in pure water mediated by supramolecular additives
Brendgen T., Fahlbusch T., Frank M., Schühle D.T., Seßler M., Schatz J.., 2009
Water-soluble calixarenes-self-aggregation and complexation of noncharged aromatic guests in buffered aqueous solution
Rehm M., Frank M., Schatz J.., 2009
High-pressure P{H}NMR studies of RhH(CO)(TPPTS) in the presence of methylated cyclodextrins: new light on rhodium-catalyzed hydroformylation reaction assisted by cyclodextrins
Monflier E., Bricout H., Hapiot F., Tilloy S., Aghmiz A., Masdeu-Bulto A.M.., 2004
Supramolecular trapping of phosphanes by cyclodextrins: A general approach to generate phosphane coordinatively unsaturated organometallic complexes
Binkowski-Machut C., Canipelle M., Bricout H., Tilloy S., Hapiot F., Monflier E.., 2006
Influence of syn and anti-configurations of NHC backbone on Ru-catalyzed olefin metathesis
Grisi F., Mariconda A., Costabile C., Bertolasi V., Longo P.., 2009
Metathese in Wasser
Seßler M.B.., 2011
Receptors for organochlorine pesticides based on Calixarenes
Bocchinfuso G., Mazzuca C., Saracini C., Venanzi M., Micheli L., Palleschi G., Palleschi A.., 2008
NMR determination of association constants for aqueous calixarene complexes and guest template effects on the conformational freedom
Shinkai S., Araki K., Matsuda T., Manabe O.., 1989
Calixarenes
Gutsche C.D.., 1983
The calixarenes
Gutsche C.D.., 1984
Association of inclusion compounds of β-cyclodextrin in aqueous solution
Hamai S.., 1982
The solid-state complex of para-sulphonato-calix[8]arene anion with dimethylammonium cations
Danyluk O., Perret F., Coleman A., Suwinska W.K.., 2008
GIAO-DFT calculated and experimentally derived complexation-induced chemical shifts of calix[4]arene-solvent inclusion complexes
Backes A.C., Schatz J., Siehl H.-U.., 2002
Synthesis of p-(dipropylsulfamyl)-benzoic acid
Tashika Y., Nitta Y., Yomoda J.., 1954
NMR chemical shifts of trace impurities: Common laboratory solvents, organics, and gases in deuterated solvents relevant to the organometallic chemist
Fulmer G.R., Miller A.J.M., Sherden N.H., Gottlieb H.E., Nudelman A., Stoltz B.M., Bercaw J.E., Goldberg K.I.., 2010

AUTHOR UNKNOWN, 2005

AUTHOR UNKNOWN, 2007

Gans P.., 2008
Nuclear magnetic resonance as a tool for determining protonation constants of natural polyprotic bases in solution.
Frassineti C, Ghelli S, Gans P, Sabatini A, Moruzzi MS, Vacca A., Anal. Biochem. 231(2), 1995
PMID: 8594988
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