News

08/12/2020

New publication in ChemCatChem about cross metathesis with actylates

We would like to encourage you to read our recent publication presenting the unexpected influence of the carbene type on efficiency and selectivity of the cross metathesis (CM) reaction with acrylates. In this study, two groups of catalysts were compared in order to find the most efficient and selective catalyst, optimal conditions for cross metathesis reaction with methyl acrylate, and to understand the key factors determining the catalyst’s performance. The results showed that due to the differences in the kinetic selectivity towards CM products, classic NHC (N-heterocyclic carbene)‐ligated ruthenium benzylidene catalysts are much more selective and therefore effective in the examined transformation than CAAC (cyclic alkyl amino carbene)‐based catalysts.

This study showed further advantages of our core nitro‐Grela catalyst that turned out to be the most favorable catalyst reported to date for this transformation and used to efficiently produce octyl methoxycinnamate (86 % yield), which is industrially utilized as an active ingredient in sunscreen formulations.

If you are interested in the detailed results, the full open access article is available here

03/11/2020

Schedule a meeting with us at Chemspec Digital 2020!

In these unprecedented times, we strive to remain closely connected with the industry. Staying up to date, maintain our existing relationships with customers and business partners, and establishing new ones is extremely important. That is why we are participating in the Chemspec Digital, taking place from 11-12 November 2020, which creates an excellent opportunity for networking and exchange of knowledge and expertise among the global fine and specialty chemicals community. Apeiron’s representation – Agnieszka Roszyk – Key Account Manager and Monika Kulinicz – Sales Representative are looking forward to meeting you during this two-day event and bringing you closer to our technology.

05/10/2020

Growing potential of continuous flow Olefin Metathesis with Apeiron’s catalysts

Our catalysts have been tested for continuous RCM (ring closing metathesis) in an innovative, scalable membrane pervaporation procedure. In the publication entitled “A Scalable Membrane Pervaporation Approach for Continuous Flow Olefin Metathesis” the authors have proposed a selective permeation of ethylene byproduct from metathetical process using a continuous membrane reactor.

The technology developed by the authors solves two problems usually affecting the RCM reaction, having a significant impact on its efficiency – decomposition of the catalyst due to the lack of continuous removal of ethylene from the reaction medium and poor reproducibility at the production level caused by unreliable scalability of the process.

The presented continuous RCM platform utilizing membrane pervaporation proved to be considerably more efficient than a sealed tubular reactor and was successfully applied to the RCM of small, medium, and large rings. Apeiron’s catalysts: Nitro-Grela (AS2032), Nitro-Grela-I2 (AS2052) and UltraNitroCat (AS2091) were used by Breen and co-workers in this transformation showing great results especially in terms of selectivity, efficiency and catalyst loading.

This work was performed by the experts in the field of continuous flow reactions SnapDragon Chemistry. Thank you for this outstanding work.

For more details, please consult: https://pubs.acs.org/doi/full/10.1021/acs.oprd.0c00061#

25/08/2020

Another promising application of Apeiron’s catalyst – AquaMet published in “Polymers”

The research presented in the article “Optimization of Ring-Opening Metathesis Polymerization (ROMP) under Physiologically Relevant Conditions” aimed to improve a ROMP methodology for applying it to the  synthesis of cell- and protein-polymer conjugates for novel therapeutic biologics. The authors have described Ring-Opening Metathesis Polymerization (ROMP) under aqueous and physiological conditions as an attractive, improving sustainability and minimizing environmental impact technology, suitable for novel biological transformations. Church and coworkers chose to use our commercially available, well-defined for precise catalyst loading, water-soluble catalyst – AquaMet, and have made efforts to optimize variables such as chloride concentration and pH to enhance the efficiency of ROMP in neat water.

This work have proved that efficient polymerization in aqueous media, with fast initiation and high monomer conversion is achievable even at room temperature, near physiologically relevant pH and without the use of organic co-solvents.

Furthermore, the authors have demonstrated that the addition of chloride in solution has a profound effect on polymerization in an aqueous environment, ensuring high monomer conversion and well-controlled molecular weight of polymers.

We hope that these conclusions will prove to be a significant step towards utilizing the aqueous ROMP under biological conditions in the presence of structures such as cells, proteins, peptides or acid-sensitive functional groups.

If you would like to find out more details about the results of this study, please visit:

https://pubs.rsc.org/en/content/articlelanding/2020/PY/D0PY00716A#!divAbstract

29/05/2020

A novel application of our efficient scavenger and quenching agent – SnatchCat shown in the recent publication.

Szczepaniak et al. have reported a study on quenching and effective removal of copper residues after Cu/TEMPO-catalyzed aerobic alcohol oxidation (Stahl oxidation) and atom transfer radical polymerization (ATRP). The article was published in Chemical Science and the study is based on Apeiron’s commercially available product – SnatchCat (1,4-bis(3-isocyanopropyl)piperazine).

The results presented in this study showed that SnatchCat can be used as a highly efficient copper scavenger in the purification of Cu/TEMPO alcohol aerobic oxidation products, being able to purify both small and macromolecules. It can also be used for polymers purification produced by Cu-catalyzed ATRP. Referring to both analyzed reactions, the addition of SnatchCat followed by the application of simple purification protocols resulted in very low Cu content below 5 ppm in isolated aldehydes as well as in polymers, even after ATRP with high catalyst loading.

Another advantage of our product exhibited therein, is that it rapidly stops copper-mediated reactions, facilitating the kinetic studies and reaction design or copper removal by filtration. Moreover, the authors also demonstrated that SnatchCat could be successfully used to prevent side reactions. It completely prevented the Glaser coupling under oxidative conditions occurring during polymers workup.

The cytotoxicity of Apeiron’s scavenger and quenching agent has also been examined. Although isocyanide proved to be moderately cytotoxic, it could be easily neutralized by acid hydrolysis.

If you would like to learn more about the applicability of SnatchCat in two fundamental reactions catalyzed by copper complexes, please refer to the whole open access article here.

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