Abstract
Chiral crystals were discovered due to spontaneous resolution when enantiomers of 4-phenyldiazenyl-2-[(R or S)-(1-phenylethyl)-iminomethyl]phenol and its racemic mixture were prepared. Using two ligands per molecule, optically active R,R and S,S enantiomers and meso R,S diastereomer of Cu(II) complexes were prepared. Strong chiral recognition was expected for them. Laccase has attracted attention as a catalyst that reduces oxygen to water in a cathode of biofuel cells, which can be effectively mediated by metal complexes. Furthermore, azobenzene can align perpendicularly to the polarization direction of irradiating linearly polarized ultraviolet light (Weigert effect) as well as to the conventional cis-trans photoisomerization accompanying the shift of redox potential. Thus, we also studied the photo-induced control of cis-trans forms and the alignment of these Cu(II) complexes as a mediator to fit laccase appropriately. We discuss photo-induced control on not only electronically but also sterically-favored redox conditions. The meso(R,S)-form of the Cu(II) complex in cis-form was found to be the best at increasing the current of cyclic voltammetry (CV) among the three R,R and S,S enantiomers and the R,S diastereomer of the Cu(II) complexes.
Highlights
Laccase has attracted attention as a catalyst for the four-electron oxygen reduction reaction which is used for the electrodes of biofuel cells [1,2]
The four copper atoms, which are the active centers of the laccase, are divided into three types, T1, T2 and T3, respectively, and T2 copper and two T3 copper atoms form triple nuclear clusters, which catalyze the reduction of oxygen (O2 ) to water (H2 O) [6]
Chemical (Japan), organic were used as received without further purification. 4-Phenyldiazenyl-2-[(1-phenylethyl)compounds from Tokyo Chemical Industry (Japan), and metal sources from Wako (Japan)) were used as iminomethyl]phenol and its single crystals were prepared according to methods detailed in the received without purification
Summary
Laccase has attracted attention as a catalyst for the four-electron oxygen reduction reaction which is used for the electrodes of biofuel cells [1,2]. Proteins of this type containing functional copper atoms are referred to as members of the multicopper oxidase family [3]. Biofuel cells have the advantage of being able to generate electricity at room temperature and under low environmental loads [4,5]. There are problems related to the instability of the enzyme and small electric power compared to other fuel cells. We explore some ways to solve this problem of low power [7]
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