@misc{MutludeEspinosaMeier2011,
  author    = {Mutlu, Hatice and de Espinosa, Lucas Montero and Meier, Michael A. R.},
  title     = {Acyclic diene metathesis a versatile tool for the construction of defined polymer architectures},
  series = {Chemical Society reviews},
  volume    = {40},
  journal   = {Chemical Society reviews},
  number    = {3},
  publisher = {Royal Society of Chemistry},
  address   = {Cambridge},
  issn      = {0306-0012},
  doi       = {10.1039/b924852h},
  pages     = {1404 -- 1445},
  year      = {2011},
  abstract  = {Two decades have passed since the metathesis polymerisation of alpha,omega-dienes was successfully demonstrated by the group of Wagener and the term acyclic diene metathesis (ADMET) polymerisation was coined. Since then, the advances of metathesis chemistry have allowed to expand the scope of this versatile polymerisation reaction that nowadays finds applications in different fields, such as polymer, material, or medicinal chemistry. This critical review provides an insight into the historical aspects of ADMET and a detailed overview of the work done to date applying this versatile polymerisation reaction (221 references).},
  language  = {en}
}
@article{BiermannMetzgerMeier2010,
  author    = {Biermann, Ursula and Metzger, Juergen O. and Meier, Michael A. R.},
  title     = {Acyclic triene metathesis oligo- and polymerization of high oleic sun flower oil},
  issn      = {1022-1352},
  doi       = {10.1002/macp.200900615},
  year      = {2010},
  abstract  = {High oleic sunflower oil, a renewable raw material consisting of triglycerides with internal C=C-double bonds, was polymerized via acyclic triene metathesis (ATMET) to highly branched and functionalized polyesters. If the Hoveyda- Grubbs second generation catalyst was used and methyl acrylate was introduced as a chain stopper, the molecular weight of the obtained polymers could be tuned by varying the ratio of the triglyceride and methyl acrylate. Using the first generation Grubbs catalyst for the polymerization of high oleic sunflower oil, no cross-linking was observed, even without the use of a chain stopper. The resulting branched materials were characterized by GPC, H-1 and C-13 NMR, and ESI-MS.},
  language  = {en}
}
@article{KreyeTothMeier2011,
  author    = {Kreye, Oliver and Toth, Tommy and Meier, Michael A. R.},
  title     = {Copolymers derived from rapeseed derivatives via ADMET and thiol-ene addition},
  series = {European polymer journal},
  volume    = {47},
  journal   = {European polymer journal},
  number    = {9},
  publisher = {Elsevier},
  address   = {Oxford},
  issn      = {0014-3057},
  doi       = {10.1016/j.eurpolymj.2011.06.012},
  pages     = {1804 -- 1816},
  year      = {2011},
  abstract  = {Novel (co)polymers were synthesized from substances obtained from rapeseed via ADMET and thiol-ene additions. alpha,omega-Dienes derived from oleic and erucic acid were copolymerized with a ferulic acid derivative, a representative phenolic acid (p-hydroxycinnamic acid) present, for instance, in rapeseed cake. Copolymers with different ratios of these monomers were prepared via two different routes (ADMET and thiol-ene) and studied in detail. Both monomer and polymer synthesis were optimized in order to achieve high yielding synthetic procedures that meet the requirements of green chemistry. Some thermal properties of the resulting copolymer series were then studied and correlated to the co-monomer composition.},
  language  = {en}
}
@article{BiermannMeierButteetal.2011,
  author    = {Biermann, Ursula and Meier, Michael A. R. and Butte, Werner and Metzger, J{\"u}rgen O.},
  title     = {Cross-metathesis of unsaturated triglycerides with methyl acrylate synthesis of a dimeric metathesis product},
  series = {European journal of lipid science and technology},
  volume    = {113},
  journal   = {European journal of lipid science and technology},
  number    = {1},
  publisher = {Wiley-VCH},
  address   = {Weinheim},
  issn      = {1438-7697},
  doi       = {10.1002/ejlt.201000109},
  pages     = {39 -- 45},
  year      = {2011},
  abstract  = {Highly functionalized dimeric triglycerides, such as compound 2, are obtained as minor products besides branched macromolecules from the acyclic triene metathesis (ATMET) polymerization of unsaturated triglycerides such as glyceryl triundec-10-enoate 1 and methyl acrylate (MA) in the presence of the second generation Hoveyda-Grubbs catalyst. The formed amount of interesting products of lower molecular weight during the ATMET reaction depends on the ratio of MA and triglyceride, reaction time, and temperature. We isolated the dimeric metathesis product 2 and synthesized the respective partially hydrogenated dimer 3 regioselectivly in a seven step reaction sequence starting from 10-undecenoic acid 7 and glycerol. Product 3 was unambiguously characterized by (13)C and (1)H NMR and MS as well as the further intermediate products of the seven step reaction including 10,11 bromo-undecanoic acid 8, the respective brominated 1,3-diglyceride 9, the brominated 1,3-triglyceride 6, and the self-metathesis products 4 and 5 which were isolated and purified.},
  language  = {en}
}
@article{vonCzapiewskiKreyeMutluetal.2013,
  author    = {von Czapiewski, Marc and Kreye, Oliver and Mutlu, Hatice and Meier, Michael A. R.},
  title     = {Cross-metathesis versus palladium-catalyzed C-H activation acetoxy ester functionalization of unsaturated fatty acid methyl esters},
  series = {European journal of lipid science and technology},
  volume    = {115},
  journal   = {European journal of lipid science and technology},
  number    = {1},
  publisher = {Wiley-Blackwell},
  address   = {Hoboken},
  issn      = {1438-7697},
  doi       = {10.1002/ejlt.201200196},
  pages     = {76 -- 85},
  year      = {2013},
  abstract  = {Two synthetic approaches to functionalize plant oil derived platform chemicals were investigated. For this purpose, methyl 10-undecenoate, which can be obtained by pyrolysis of castor oil, was used in olefin cross-metathesis under neat conditions forming an unsaturated a,?-acetoxy ester. A catalyst screening with 11 different ruthenium-based metathesis catalysts was performed, revealing that well-suited catalysts allow for full conversion and very good cross-metathesis selectivity at a loading of only 0.5?mol\%. An alternative possibility to the aforementioned synthetic method is a palladium-catalyzed reaction of methyl 10-undecenoate with acetic acid in the presence of dimethyl sulfoxide. Here, the formation of linear and branched unsaturated acetoxy esters as well as a ketone was observed. The conversion as well as the selectivity of this procedure was studied under different reaction conditions and compared to the cross-metathesis results. Based on the successful functionalization of methyl 10-undecenoate, methyl oleate was investigated in this palladium-catalyzed C?H activation reaction. Due to the lower reactivity of the internal double bond the desired acetoxy ester was only obtained in moderate conversion in this case. In summary, this study clearly shows that palladium-catalyzed functionalization of unsaturated fatty compounds via C?H activation is an attractive alternative to the well-established olefin cross-metathesis procedure.},
  language  = {en}
}
@article{TueruencMeier2010,
  author    = {T{\"u}r{\"u}nc, Oguz and Meier, Michael A. R.},
  title     = {Fatty acid derived monomers and related polymers via Thiol-ene (click) additions},
  issn      = {1022-1336},
  doi       = {10.1002/marc.201000291},
  year      = {2010},
  abstract  = {Thiol-ene additions of methyl 10-undecenoate, a castor oil derived renewable platform chemical, were studied with the goal of preparing a set of renewable monomers. Good to excellent yields were obtained for these solvent and initiator free thiol-ene additions. The resulting monomers were then polymerized using TBD as a catalyst, to linear as well as hyperbranched polyesters that also contain thio-ether linkages. All thus prepared polymers were fully characterized (NMR, GPC, DSC, and TGA) and the results of these investigations will be discussed within this contribution. The thermal analysis of these polymers revealed melting points in the range from 50 to 71 degrees C. Moreover, no significant weight loss was observed below 300 degrees C.},
  language  = {en}
}
@article{DjigoueMeier2009,
  author    = {Djigou{\´e}, Guy Bertrand and Meier, Michael A. R.},
  title     = {Improving the selectivity for the synthesis of two renewable platform chemicals via olefin metathesis},
  issn      = {0926-860X},
  doi       = {10.1016/j.apcata.2009.08.025},
  year      = {2009},
  abstract  = {The self-metathesis of methyl 10-undecenoate as well as its cross-metathesis with methyl acrylate was investigated in detail by a systematic variation of the reaction conditions. Unsaturated ;,;-diesters with a chain length of 20 and 12 carbon atoms were thus obtained, respectively. Four different metathesis catalysts were investigated under solvent-free conditions at catalyst loadings ranging from 0.05 mol\% to 1 mol\% and at temperatures ranging from 30 °C to 90 °C. In the case of the self-metathesis reactions quantitative conversions were obtained with all catalysts, but the second generation metathesis catalysts revealed high amounts of olefin isomerization side reactions at higher temperatures. Using a small quantity of the hydrogen acceptor 1,4-benzoquinone, the isomerization process was almost completely suppressed. Thus, the second generation catalysts allowed for high conversions at very low catalyst loadings. For the cross-metathesis reaction, an interesting temperature and catalyst loading dependent selectivity was observed with the second generation catalysts. Moreover, due to these optimizations, we were able to run these cross-metathesis reactions with a 1:1 ratio of the reactants and low catalysts loadings. This is an improvement over described literature procedures. Thus, we report on the detailed investigation of the described self- and cross- metathesis reactions leading to practical and optimized reaction conditions for the synthesis of unsaturated ;,;-diesters monomers from renewable raw materials in an efficient catalytic manner.},
  language  = {en}
}
@article{KreyeTothMeier2011,
  author    = {Kreye, Oliver and Toth, Tommy and Meier, Michael A. R.},
  title     = {Introducing multicomponent reactions to polymer science passerini reactions of renewable monomers},
  series = {Journal of the American Chemical Society},
  volume    = {133},
  journal   = {Journal of the American Chemical Society},
  number    = {6},
  publisher = {American Chemical Society},
  address   = {Washington},
  issn      = {0002-7863},
  doi       = {10.1021/ja1113003},
  pages     = {1790 -- 1792},
  year      = {2011},
  abstract  = {Combination of the Passerini three component-reaction (3CR) and olefin metathesis led to the formation of poly[1-(alkyl carbamoyl)alkyl alkanoates], a new class of polyesters with amide moieties in their side chain, from renewable resources. Two different approaches were studied and compared to each other. First, monomers were synthesized by the Passerini-3CR and then polymerized via acyclic diene metathesis. Alternatively, bifunctional monomers were synthesized by self-metathesis and then polymerized by Passerini-3CR. Both approaches led to the formation of high-molecular-weight polymers. Moreover, Passerini-3CRs were shown to be a versatile grafting-onto method. The results clearly demonstrate that the Passerini-3CR offers an interesting new access to monomers and polymers and thus broadens the synthetic portfolio of polymer science.},
  language  = {en}
}
@article{Meier2009,
  author    = {Meier, Michael A. R.},
  title     = {Metathesis with oleochemicals : new approaches for the utilization of plant oils as renewable resources in polymer science},
  issn      = {1022-1352},
  doi       = {10.1002/macp.200900168},
  year      = {2009},
  abstract  = {Due to depleting fossil resources, the ever increasing emission of greenhouse gases and toxic waste, as well as the inefficient utilization of our available resources, we have to implement the principles of green chemistry whenever and wherever possible. Plant oils are already the most important renewable resource for the chemical industry. Due to their inherent double-bond functionality, they offer the possibility of being transformed via several very efficient catalytic processes. Especially, new developments in olefin metathesis allow the chemist to directly polymerize or introduce a variety of functional groups to these renewable resources in an efficient manner. Therefore, olefin metathesis with plant-oil-derived fatty acids and their derivatives can contribute to a sustainable development of our future, since this approach has great potential for the substitution of currently used petrochemicals and a variety of value-added chemical intermediates, especially for the polymer industry, can be derived from these resources in a straightforward fashion. This contribution will address and discuss the most recent developments in this field of research.},
  language  = {en}
}
@article{deEspinosaMeierRondaetal.2010,
  author    = {de Espinosa, Lucas Montero and Meier, Michael A. R. and Ronda, Juan C. and Galiß, Marina and Cßdiz, Virginia},
  title     = {Phosphorus-containing renewable polyester-polyols via ADMET polymerization : synthesis, functionalization, and radical crosslinking},
  issn      = {0887-624X},
  doi       = {10.1002/Pola.23887},
  year      = {2010},
  abstract  = {An alpha,omega-diene containing hydroxyl groups was prepared from plant oil-derived platform chemicals. The acyclic diene metathesis copolymerization (ADMET) of this monomer with a phosphorus-containing alpha,omega-cliene (DOPO II), also plant oil derived, afforded a series of phosphorus containing linear polyesters, which have been fully characterized. The backbone hydroxyls of these polyesters have been acrylated and radically polymerized to produce crosslinked polymers. The thermomechanical and mechanical properties, the thermal stability, and the flame retardancy of these phosphorus-based thermosets have been studied. Moreover, methyl 10-undecenoate has been used as chain stopper in selected ADMET polymerizations to study the effect of the prepolymers' molecular weights on the different properties of the final materials.},
  language  = {en}
}