Reaction of the C60 radical anion with alkyl halides

2019 ◽  
Vol 43 (17) ◽  
pp. 6457-6460 ◽  
Author(s):  
Yutaka Maeda ◽  
Makoto Sanno ◽  
Tatsunari Morishita ◽  
Kodai Sakamoto ◽  
Eiichiro Sugiyama ◽  
...  
Keyword(s):  
Radical Anion ◽  
Alkyl Halides ◽  
Reductive Alkylation ◽  
Dicarbonyl Compounds ◽  
Benzyl Halide

A new reductive alkylation of C60 with α-bromo-1,3-dicarbonyl compounds, benzyl halide, and 1,2-bis(dihalomethyl)benzene has been reported.

scholarly journals Mizoroki–Heck type reactions and synthesis of 1,4-dicarbonyl compounds by heterogeneous organic semiconductor photocatalysis

2021 ◽  
Vol 23 (5) ◽  
pp. 2017-2024
Author(s):  
Jagadish Khamrai ◽  
Saikat Das ◽  
Aleksandr Savateev ◽  
Markus Antonietti ◽  
Burkhard König
Keyword(s):  
Visible Light ◽  
Vinyl Acetate ◽  
Organic Semiconductor ◽  
Alkyl Halides ◽  
Visible Light Photocatalysis ◽  
Dicarbonyl Compounds ◽  
Semiconductor Photocatalysis ◽  
Type Coupling ◽  
Styrene Derivatives ◽  
Tertiary Alkyl

We report the synthesis of 1,4-dicarbonyl compounds and substituted alkenes (Mizoroki–Heck type coupling) starting from secondary and tertiary alkyl halides and vinyl acetate or styrene derivatives using visible-light photocatalysis.

User-friendly aerobic reductive alkylation of iridium(iii) porphyrin chloride with potassium hydroxide: scope and mechanism

2015 ◽  
Vol 44 (47) ◽  
pp. 20618-20625 ◽  
Author(s):  
Huiping Zuo ◽  
Zhipeng Liu ◽  
Wu Yang ◽  
Zhikuan Zhou ◽  
Kin Shing Chan
Keyword(s):  
Potassium Hydroxide ◽  
Reducing Agent ◽  
Alkyl Halides ◽  
Reductive Alkylation ◽  
Carbonyl Chloride ◽  
User Friendly

Alkylation of iridium 5,10,15,20-tetrakistolylporphyrinato carbonyl chloride, Ir(ttp)Cl(CO) (1), with 1°, 2° alkyl halides was achieved to give (ttp)Ir-alkyls in good yields under air and water compatible conditions by utilizing KOH as the cheap reducing agent.

Evaluation of tributylgermanium hydride as a reagent for the reductive alkylation of active olefins with alkyl halides

Tetrahedron ◽  
1988 ◽  
Vol 44 (20) ◽  
pp. 6295-6304 ◽  
Author(s):  
Philip Pike ◽  
Susan Hershberger ◽  
James Hershberger
Keyword(s):  
Alkyl Halides ◽  
Reductive Alkylation

Dicarbonyl derived post-translational modifications: chemistry bridging biology and aging-related disease

2020 ◽  
Vol 64 (1) ◽  
pp. 97-110
Author(s):  
Christian Sibbersen ◽  
Mogens Johannsen
Keyword(s):  
Mass Spectrometry ◽  
Future Research ◽  
Amino Acid Residues ◽  
Post Translational Modification ◽  
Dicarbonyl Compounds ◽  
Protein Targets ◽  
Post Translational Modifications ◽  
Reactive Protein ◽  
Glycation End Products ◽  
Direct Mass Spectrometry

Abstract In living systems, nucleophilic amino acid residues are prone to non-enzymatic post-translational modification by electrophiles. α-Dicarbonyl compounds are a special type of electrophiles that can react irreversibly with lysine, arginine, and cysteine residues via complex mechanisms to form post-translational modifications known as advanced glycation end-products (AGEs). Glyoxal, methylglyoxal, and 3-deoxyglucosone are the major endogenous dicarbonyls, with methylglyoxal being the most well-studied. There are several routes that lead to the formation of dicarbonyl compounds, most originating from glucose and glucose metabolism, such as the non-enzymatic decomposition of glycolytic intermediates and fructosyl amines. Although dicarbonyls are removed continuously mainly via the glyoxalase system, several conditions lead to an increase in dicarbonyl concentration and thereby AGE formation. AGEs have been implicated in diabetes and aging-related diseases, and for this reason the elucidation of their structure as well as protein targets is of great interest. Though the dicarbonyls and reactive protein side chains are of relatively simple nature, the structures of the adducts as well as their mechanism of formation are not that trivial. Furthermore, detection of sites of modification can be demanding and current best practices rely on either direct mass spectrometry or various methods of enrichment based on antibodies or click chemistry followed by mass spectrometry. Future research into the structure of these adducts and protein targets of dicarbonyl compounds may improve the understanding of how the mechanisms of diabetes and aging-related physiological damage occur.

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