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Mechanistic investigation of the mechanochemical oxidative amidation of aldehydes


Štrukil, Vjekoslav; Gracin, Davor; Margetić, Davor; Wang, Guan-Wu
Mechanistic investigation of the mechanochemical oxidative amidation of aldehydes // 20th European Symposium on Organic Chemistry ESOC 2017 : Book of Abstracts
Köln, Njemačka, 2017. str. 79-79 (poster, recenziran, sažetak, znanstveni)


Naslov
Mechanistic investigation of the mechanochemical oxidative amidation of aldehydes

Autori
Štrukil, Vjekoslav ; Gracin, Davor ; Margetić, Davor ; Wang, Guan-Wu

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
20th European Symposium on Organic Chemistry ESOC 2017 : Book of Abstracts / - , 2017, 79-79

Skup
20th European Symposium on Organic Chemistry

Mjesto i datum
Köln, Njemačka, 02-06.07.2017.

Vrsta sudjelovanja
Poster

Vrsta recenzije
Recenziran

Ključne riječi
Mechanochmistry ; reaction mechanism ; oxidative amidation

Sažetak
The search for sustainable green technologies with the aim to reduce the disruptive effect of chemical industry on nature has prompted research across the chemical science towards discovery of new environmentally-benign reagents and reaction methodologies. In this context, mechanochemistry or chemistry induced/sustained by application of mechanical force via grinding or milling, has reemerged as a simple, low-cost and energy efficient alternative to classical synthetic procedures. In the recent years, a mechanochemical approach to organic molecules has advanced from a research curiosity to a widespread synthetic technique which enables the implemenation of green chemistry principles into standard laboratory practice. In this contribution, we have investigated the mechanism of oxone- promoted amidation of aldehydes, by means of in situ real-time monitoring of mechanochemical reactions using Raman spectroscopy and quantum chemical DFT calculations. The application of in situ Raman spectroscopy has enabled us to resolve between the two proposed reaction paths, but also provided an insight into the kinetics of intermediate imine formation by substituent effects in aldehydes and amines. The experimental results were supported by DFT calculations of the proposed reaction paths.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Ustanove
Institut "Ruđer Bošković", Zagreb