Alkyltitanium alkoxides generally serve as nucleophiles in reactions with carbonyl compounds and cross-coupling. Their application as reductants is known but remains underdeveloped. Here, we report that irradiation with visible light makes these organometallic compounds efficient reducing agents for the dehalogenation of 1,2- and 1,3-haloalcohols. This reaction was utilized for the reduction of epoxides and sulfonates, which proceeded through a sequence of the halohydrin formation and photochemical dehalogenation. Ester, amide, nitrile, alkyne, and remote bromide groups were stable under the reaction conditions.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.orglett.3c03802 | DOI Listing |
Chemistry
January 2025
INDIAN INSTITUTE OF SCIENCE EDUCATION AND RESEARCH PUNE, CHEMISTRY, HOMI BHABA ROAD, PASHAN, PUNE, 411008, PUNE, INDIA.
In this work, we have reduced CO2 with HBpin to afford borylated methanol product selectively in ~99% yield using Ce[N(SiMe3)2]3(THF)3 as a catalyst. This led to multigram scale isolation of methanol obtained from CO2 reduction via the hydrolysis of borylated methanol, this establishes the potential of Ce[N(SiMe3)2]3(THF)3 as an efficient homogeneous catalyst for the bulk scale methanol synthesis. A practical application of this catalytic system was also shown by reducing CO2-containing motorbike exhaust efficiently and selectively.
View Article and Find Full Text PDFAntioxidants (Basel)
December 2024
National Key Laboratory of Veterinary Public Health and Safety, College of Veterinary Medicine, China Agricultural University, Beijing 100193, China.
Aflatoxins (AFTs) are a form of mycotoxins mainly produced by and , which are common contaminants in various agricultural sources such as feed, milk, food, and grain crops. Aflatoxin B1 (AFB1) is the most toxic one among all AFTs. AFB1 undergoes bioactivation into AFB1-8,9-epoxide, then leads to diverse harmful effects such as neurotoxicity, carcinogenicity, hepatotoxicity, reproductive toxicity, nephrotoxicity, and immunotoxicity, with specific molecular mechanisms varying in different pathologies.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
East China Normal University, School of Chemistry and Molecular Engineering, 3663 N. Zhongshan Rd., 200062, Shanghai, CHINA.
We present a novel electrochemical dicarboxylation of epoxides with CO2, characterized by the cleavage of two C-O single bonds. Not only are vinyl epoxides viable, but cyclic carbonates also serve as effective substrates, facilitating the synthesis of E-configured adipic and octanedioic acids with high chemo-, regio-, and stereoselectivity. The synthetic practicality is further highlighted by the diverse functionalizations of the resulting multifunctional diacids.
View Article and Find Full Text PDFJ Biol Chem
December 2024
Structural Biochemistry, Department of Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany. Electronic address:
Two-component flavin-dependent monooxygenases are of great interest as biocatalysts for the production of pharmaceuticals and other relevant molecules, as they catalyze chemically important reactions such as hydroxylation, epoxidation and halogenation. The monooxygenase components require a separate flavin reductase, which provides the necessary reduced flavin cofactor. The tryptophan halogenase Thal from Streptomyces albogriseolus is a well-characterized two-component flavin-dependent halogenase.
View Article and Find Full Text PDFOne very unique feature of oxidorhenium(v) complexes is their dual catalytic activity in both reduction of stable oxyanions like perchlorate ClO and nitrate NO as well as epoxidation of olefins. In our ongoing research efforts, we were interested to study how an electron-withdrawing ligand would affect both these catalytic reactions. Hence, we synthesized the novel bidentate dimethyloxazoline-dichlorophenol ligand HL1 and synthesized oxidorhenium(v) complex [ReOCl(L1)] (1).
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!