engleski

Sustainable mechanochemical synthesis of diamondoid ethers

Diamondoids are polycyclic cage hydrocarbons with a structure resembling the diamond crystal lattice [1]. Unlike bulk diamond, diamondoids can be selectively functionalized, making them applicable in areas ranging from medicine [2] to nanotechnology [3]. Here, we present the mechanochemical synthesis of several diamondoid ether derivatives differing in the type and size of their cage subunits. Recently, mechanochemistry has been increasingly utilized due to its compliance with the principles of green chemistry [4]. Mechanochemical syntheses of diamondoid ether derivatives do not proceed under ambient conditions but are enabled by high-temperature ball milling conditions [5]. Crystal structures obtained from single-crystal XRD experiments confirmed the target products and ascertained London dispersion interactions as a driving force for the self-assembly of such bulky molecules in the solid state. Note that the advantages of mechanochemical synthesis of diamondoid ethers include facile reaction proceedings, shorter reaction times, use of inorganic bases, and elimination of solvent necessity. Hence, this approach is characterized by notable improvements in sustainability metrics compared to the conventional solution synthesis methods. Looking from the emerging nanotechnology perspective, the costs and sustainability of target material fabrication are paramount for future real-world applicability. References: [1] A. A. Fokin, P. R. Schreiner, H. Schwertfeger, Angew. Chem., Int. Ed. 47 (2008) 1022. [2] L. Wanka, K. Iqbal, P. R. Schreiner, Chem. Rev. 113 (2013) 3516. [3] H. Y. Gao, M. Šekutor, L. Liu, A. Timmer, H. Schreyer, H. Mönig, S. Amirjalayer, N. A. Fokina, A. Studer, P. R. Schreiner, H. Fuchs, J. Am. Chem. Soc. 141 (2019) 315. [4] K. J. Ardila-Fierro, J. G. Hernández, ChemSusChem 14 (2021) 2145. [5] N. Cindro, M. Tireli, B. Karadeniz, T. Mrla, K. Užarević, ACS Sustainable Chem. Eng. 7 (2019) 16301.

Diamondoid ethers ; sustainability ; mechanochemistry

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