554-95-0Relevant articles and documents
Photolabile dendrimers using o-nitrobenzyl ether linkages
Smet, Mario,Liao, Li-Xin,Dehaen, Wim,McGrath, Dominic V.
, p. 511 - 512 (2000)
(Formula presented) Benzyl aryl ether dendrimers containing photosensitive, veratryl-based o-nitrobenzyl AB linkages (bold bonds) were prepared to the third generation and shown to undergo site-specific degradation when irradiated with ultraviolet light.
Clip-off Chemistry: Synthesis by Programmed Disassembly of Reticular Materials**
Broto-Ribas, Anna,Busqué, Félix,Carné-Sánchez, Arnau,Gándara, Felipe,Guillerm, Vincent,Imaz, Inhar,Juanhuix, Judith,Jurado, Sergio,Maspoch, Daniel,Ortín-Rubio, Borja,Yang, Yunhui
supporting information, (2021/12/09)
Bond breaking is an essential process in chemical transformations and the ability of researchers to strategically dictate which bonds in a given system will be broken translates to greater synthetic control. Here, we report extending the concept of selective bond breaking to reticular materials in a new synthetic approach that we call Clip-off Chemistry. We show that bond-breaking in these structures can be controlled at the molecular level; is periodic, quantitative, and selective; is effective in reactions performed in either solid or liquid phases; and can occur in a single-crystal-to-single-crystal fashion involving the entire bulk precursor sample. We validate Clip-off Chemistry by synthesizing two topologically distinct 3D metal-organic frameworks (MOFs) from two reported 3D MOFs, and a metal-organic macrocycle from metal-organic polyhedra (MOP). Clip-off Chemistry opens the door to the programmed disassembly of reticular materials and thus to the design and synthesis of new molecules and materials.
Photo-induced deep aerobic oxidation of alkyl aromatics
Wang, Chang-Cheng,Zhang, Guo-Xiang,Zuo, Zhi-Wei,Zeng, Rong,Zhai, Dan-Dan,Liu, Feng,Shi, Zhang-Jie
, p. 1487 - 1492 (2021/07/10)
Oxidation is a major chemical process to produce oxygenated chemicals in both nature and the chemical industry. Presently, the industrial manufacture of benzoic acids and benzene polycarboxylic acids (BPCAs) is mainly based on the deep oxidation of polyalkyl benzene, which is somewhat suffering from environmental and economical disadvantage due to the formation of ozone-depleting MeBr and corrosion hazards of production equipment. In this report, photo-induced deep aerobic oxidation of (poly)alkyl benzene to benzene (poly)carboxylic acids was developed. CeCl3 was proved to be an efficient HAT (hydrogen atom transfer) catalyst in the presence of alcohol as both hydrogen and electron shuttle. Dioxygen (O2) was found as a sole terminal oxidant. In most cases, pure products were easily isolated by simple filtration, implying large-scale implementation advantages. The reaction provides an ideal protocol to produce valuable fine chemicals from naturally abundant petroleum feedstocks. [Figure not available: see fulltext.].
Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?
Zhang, Guoxiang,Zhang, Zongnan,Zeng, Rong
supporting information, p. 3225 - 3230 (2021/09/28)
While polystyrene is widely used in daily life as a synthetic plastic, the subsequently selective degradation is still very challenging and highly required. Herein, we disclose a highly practical and selective reaction for the catalytically efficient oxidation of alkyl aromatics (including 1°, 2°, and 3° alkyl aromatics) to carboxylic acids. While dioxygen was used as the sole terminal oxidant, this protocol was catalyzed by the inexpensive and readily available ferric compound (FeCl3) with irradiation of visible light (blue LEDs) under only 1 atmosphere of O2 at room temperature. This system could further facilitate the selective degradation of polystyrene to benzoic acid, providing an important and practical tool to generate high-value chemical from abundant polystyrene wastes.
Preparation method and application of trimellitic acid or trimesic acid
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Paragraph 0040-0047, (2021/04/26)
The invention belongs to the technical field of organic synthesis processes, and particularly relates to a preparation method and application of trimellitic acid or trimesic acid. According to the characteristics of the oxidation reaction process of 1,2,4-trimethylbenzene or mesitylene, two stages of reactors are connected in series, different oxidation reaction process conditions are respectively adopted, particularly, a second-stage reactor adopts a reaction strengthening technology, and an oxygen-enriched oxidation mode is adopted to strengthen the oxidation reaction process and increase the yield of the trimellitic acid or the trimesic acid.
Method for preparing aromatic carboxylic acid compound
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Paragraph 0141-0143; 0159-0161; 0177, (2020/02/14)
The invention discloses a method for preparing an aromatic carboxylic acid compound. The method comprises the following steps: 1) heating carbon dioxide and hydrosilane in the presence of a copper catalyst in a reaction medium A; and 2) adding a reaction medium B, aryl halide, a palladium catalyst and a base to the reaction mixture in the step 1), sealing the reaction system, and performing a heating reaction. The method has the advantages that raw materials are simple and easy to obtain, the raw materials are cheap and stable, the catalyst is common, easy to obtain and stable, the reaction conditionsaremild, the aftertreatment is simple, the yield is high, and the like.
Diazaphosphinyl radical-catalyzed deoxygenation of α-carboxy ketones: A new protocol for chemo-selective C-O bond scission: Via mechanism regulation
Cheng, Jin-Pei,Yang, Jin-Dong,Zhang, Jingjing
, p. 8476 - 8481 (2020/09/07)
C-O bond cleavage is often a key process in defunctionalization of organic compounds as well as in degradation of natural polymers. However, it seldom occurs regioselectively for different types of C-O bonds under metal-free mild conditions. Here we report a facile chemo-selective cleavage of the α-C-O bonds in α-carboxy ketones by commercially available pinacolborane under the catalysis of diazaphosphinane based on a mechanism switch strategy. This new reaction features high efficiency, low cost and good group-tolerance, and is also amenable to catalytic deprotection of desyl-protected carboxylic acids and amino acids. Mechanistic studies indicated an electron-transfer-initiated radical process, underlining two crucial steps: (1) the initiator azodiisobutyronitrile switches originally hydridic reduction to kinetically more accessible electron reduction; and (2) the catalytic phosphorus species upconverts weakly reducing pinacolborane into strongly reducing diazaphosphinane. This journal is
Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids
Paridala, Kumaraswamy,Lu, Sheng-Mei,Wang, Meng-Meng,Li, Can
supporting information, p. 11574 - 11577 (2018/10/31)
The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.
Method for preparing trimesic acid
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Paragraph 0063-0079, (2017/04/03)
The invention relate to the field of compound production and preparation, in particular to a method for preparing trimesic acid. The method includes oxidizing 3, 5-dimethylbenzoic acid under the effects of catalytic systems by the aid of liquid-phase oxidation processes to generate the trimesic acid. Compared with the traditional method for preparing trimesic acid from mesitylene which is used as an initial raw material, the method has the advantages that tar substances generated by the 3, 5-dimethylbenzoic acid in reaction procedures are low in content, and accordingly the method is high in yield and favorable for environmental protection and product purification; mother liquor is recycled, accordingly, the utilization rates of various raw materials can be increased, and the productivity can be improved.
A method for producing 3, 5 - dimethyl benzoic acid and trimesitinic acid method
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Paragraph 0080-0103; 0104-0115; 0116-0125; 0127-0135, (2017/08/31)
The invention discloses a method for co-producing 3,5-dimethylbenzoic acid and trimesic acid. The method comprises the steps that mesitylene is taken as raw materials and processed through first-time oxidizing, first-time separating, secondary oxidizing, secondary separating, curing and third-time separating, and then the 3,5-dimethylbenzoic acid and the trimesic acid are obtained. The method has the advantages of being simple in technology, low in cost, high in yield, good in selectivity, green and environmentally friendly.
