1624-53-9Relevant articles and documents
A DFT and experimental study of the spectroscopic and hydrolytic degradation behaviour of some benzylideneanilines
Robertson, Tahjna I.,Nelson, Peter N.
, (2021/10/12)
The spectroscopic and hydrolytic degradation behaviour of some N-benzylideneanilines are investigated experimentally and theoretically via high quality density function theoretical (DFT) modelling techniques. Their absorption and vibrational spectra, accurately predicted by DFT calculations, are highly dependent on the nature of the substituents on the aromatic rings, hence, though some of their spectroscopic features are similar, energetic differences exist due to differences in their electronic structures. Whereas the o-hydroxy aniline derived adducts undergo hydrolysis via two pathways, the most energetically economical of which is initiated by a fast enthalpy driven hydration, over a conservative free energy (ΔG?) barrier of 53 kJ mol?1, prior to the rate limiting entropy controlled lysis step which occurs via a conservative barrier of ca.132 kJ mol?1, all other compounds hydrolyse via a slower two-step pathway, limited by the hydration step. Barriers heights for both pathways are controlled primarily by the structure and hence, stability of the transition states, all of which are cyclic for both pathways.
Continuous flow/waste-minimized synthesis of benzoxazoles catalysed by heterogeneous manganese systems
Ferlin, Francesco,Van Der Hulst, Mitchell K.,Santoro, Stefano,Lanari, Daniela,Vaccaro, Luigi
, p. 5298 - 5305 (2019/10/11)
Herein, we present our results on the development of a waste minimized protocol for the synthesis of 2-arylbenzoxazoles in continuous flow. Manganese-based heterogeneous catalysts were used in combination with cyclopentylmethyl ether as an environmentally friendly and safe reaction medium. The use of oxygen promotes the oxidative process ensuring at the same time a complete regeneration of the catalyst adopting a flow configuration which does not include the use of an additional mechanical pump. These features allowed for a faster synthesis compared to batch procedures with minimal metal leaching.
Hemoglobin: A New Biocatalyst for the Synthesis of 2-substituted Benzoxazoles via Oxidative Cyclization
Li, Fengxi,Li, Zhengqiang,Tang, Xuyong,Cao, Xinyu,Wang, Chunyu,Li, Jialin,Wang, Lei
, p. 1192 - 1195 (2019/02/07)
Efficient and mild synthesis of a series of 2-substituted benzoxazoles via oxidative cyclization catalyzed by hemoglobins reported here for the first time. Satisfactory yields (84 %–97 %) and mild reaction conditions make this method highly viable for practical applications.
