Nature inspired singlet oxygen generation to access α-amino carbonyl compoundsvia1,2-acyl migration

Abstract

We have discovered chlorophyll catalyzed 1,2-acyl migration reactions to achieve α-amino carbonyl compounds directly from the enaminones. In general, singlet oxygen is generated during photosynthesis in photosystem II center. This...

Photocatalysis: A Green Tool for Redox Reactions

“…38 The proposed mechanism is given in Scheme 8. First, the quantum dot 62 is excited by light and reduced by DIPEA (44) to form 64 and DIPEA •+ (45). Then, 64 undergoes a second SET with an aryl halide 65, generating 66.…”

“…Using this principle, we were able to synthesize amino carbonyl compounds directly from enaminones with a Nature-inspired catalyst. 44 Using chlorophyll, which possesses abundant Mg centers, we were able to generate singlet oxygen to provide easier access to -amino carbonyl compounds with a high turnover number (Scheme 12). First, chlorophyll (91) is excited by light to form chlorophyll* (92), which undergoes an energy-transfer phenomenon with molecular oxygen (30) to produce singlet oxygen (93).…”

“…The use of a rhodamine-based organophotocatalyst is illustrated by a reaction developed by König and co-workers, 84 who synthesized arylated nucleobases from substituted pyrimidine compounds (Scheme 20). They proposed a (44) to form Rh-6G •-(169) and 45. The radical anion 169 undergoes a second photoexcitation to form 170, which reduces the substituted pyrimidine 171 to radical 172.…”

Cyan color-emitting nitrogen-functionalized carbon nanodots (NFCNDs) from Indigofera tinctoria and their catalytic reduction of organic dyes and fluorescent ink applications

“…8,9 CNDs have multipurpose applications in various elds, such as drug delivery, optoelectronic devices, sensing of metal ions, biological imaging, biomolecules, catalysis, solar cells, and the oxygen reduction reaction. [10][11][12][13][14][15][16] CNDs have been synthesized by various top-down methods, including laser ablation, ultrasonic treatment, arc-discharge, and electrochemical and chemical oxidation, and bottom-up methods such as hydrothermal carbonization, microwave irradiation, pyrolysis, and plasma treatment. 17 Among these synthesis methods, arc discharge and laser ablation processes need highly expensive instruments, whereas electrochemical oxidation and chemical oxidation need strong acids.…”

Minireview on Self-Healing Polymers: Versatility, Application, and Prospects

“…Various natural polymer composites and nanocomposites also show selfhealing behavior [8,9]. Cell walls of higher plant bioadhesives develop by using borate to crosslink neighboring protein chains, hyperbranched polyester, and soy polysaccharides [10]; intrinsically, microporous poly(ether-ether-ketone) membranes with a structured surface of natural honeycomb result in improved performance [11]; biologically soft tissue developing processes inspired nanocomposite hydrogel for wound and hemostatic healing [12]; photosynthesis of plants inspired singlet oxygen generation [13] and CO 2 fixation by a photocarboxylation process [14]. The generations and classification of SHP are shown in Figure 1.…”