Evidence for an Electron-Transfer Component in a Typical Nucleophilic Displacement Reaction

1973 ◽  
Vol 95 (24) ◽  
pp. 8203-8205 ◽  
Author(s):  
Shelton. Bank ◽  
Dan A. Noyd
Keyword(s):  
Electron Transfer ◽  
Displacement Reaction ◽  
Nucleophilic Displacement ◽  
Electron Transfer Component

scholarly journals Nucleophilic displacement versus electron transfer in the reactions of alkyl chlorosilanes with electrogenerated aromatic anion radicals

2015 ◽  
Vol 158 ◽  
pp. 457-469 ◽  
Author(s):  
Saida Soualmi ◽  
Mamadou Dieng ◽  
Ali Ourari ◽  
Diariatou Gningue-Sall ◽  
Viatcheslav Jouikov
Keyword(s):  
Electron Transfer ◽  
Nucleophilic Displacement ◽  
Anion Radicals

Reactions in microemulsion media. Nucleophilic displacement reaction of benzyl chloride with bromide ion

1982 ◽  
Vol 23 (45) ◽  
pp. 4651-4654 ◽  
Author(s):  
Craig A. Martin ◽  
Patrick M. MgCrann ◽  
George H. Angelos ◽  
David A. Jaeger
Keyword(s):  
Benzyl Chloride ◽  
Displacement Reaction ◽  
Nucleophilic Displacement ◽  
Bromide Ion

scholarly journals One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea

2015 ◽  
Vol 11 ◽  
pp. 1265-1273 ◽  
Author(s):  
Mohammad Abbasi ◽  
Reza Khalifeh
Keyword(s):  
Conjugate Addition ◽  
Alkyl Halides ◽  
Displacement Reaction ◽  
One Pot ◽  
One Pot Synthesis ◽  
Organic Halides ◽  
Nucleophilic Displacement ◽  
In Situ Generation

An efficient and odourless procedure for a one-pot synthesis of thioesters by the reaction of benzoic anhydrides, thiourea and various organic halides (primary, allylic, and benzylic) or structurally diverse, electron-deficient alkenes (ketones, esters, and nitriles) in the presence of Et3N has been developed. In this method, thiobenzoic acids were in situ generated from the reaction of thiourea with benzoic anhydrides, which were subjected to conjugate addition with electron-deficient alkenes or a nucleophilic displacement reaction with alkyl halides.

Recent advances in the synthesis of 5'-deoxynucleoside phosphonate analogs

2021 ◽  
Vol 28 ◽  
Author(s):  
Guang Huan Shen ◽  
Joon Hee Hong
Keyword(s):  
Biological Activity ◽  
Radical Reaction ◽  
Cross Coupling ◽  
Mitsunobu Reaction ◽  
Addition Reactions ◽  
Arbuzov Reaction ◽  
Displacement Reaction ◽  
Cross Metathesis ◽  
Nucleophilic Displacement ◽  
Vinyl Phosphonates

: The present review focuses on the synthesis of cyclic 5-deoxynucleoside phosphonate analogs. The formation of various phosphonate alkyl moieties is accomplished through (i) Wittig (or HWE) type condensation to the nucleoside aldehyde moiety; (ii) nucleophilic displacement reaction using phosphonate anion or Lewis acid; (iii) Arbuzov reaction; (iv) olefin cross-metathesis between vinyl phosphonates and vinylated nucleosides; and (v) radical reaction and Pd catalyzed alkyne. For the coupling of nucleobases with cyclic moieties, the Mitsunobu reaction, and Sonogashira-type cross-coupling are usually applied. For the coupling of furanose moieties with nucleobases, Vorbrüggen-type condensation is generally applied. Addition reactions mediated by selenium ions are mainly applied for the coupling of carbocyclic moieties. Their biological activity results are summarized.

scholarly journals Three-ComponentO-Demethylase System Essential for Catabolism of a Lignin-Derived Biphenyl Compound in Sphingobium sp. Strain SYK-6

2014 ◽  
Vol 80 (23) ◽  
pp. 7142-7153 ◽  
Author(s):  
Taichi Yoshikata ◽  
Kazuya Suzuki ◽  
Naofumi Kamimura ◽  
Masahiro Namiki ◽  
Shojiro Hishiyama ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Amino Acid ◽  
Amino Acid Sequence ◽  
Reductase Activity ◽  
Normal Growth ◽  
Prosthetic Group ◽  
Gene Encoding ◽  
Content Type ◽  
Sequence Identities ◽  
Electron Transfer Component

ABSTRACTSphingobiumsp. strain SYK-6 is able to assimilate lignin-derived biaryls, including a biphenyl compound, 5,5′-dehydrodivanillate (DDVA). Previously,ligXa(SLG_07770), which is similar to the gene encoding oxygenase components of Rieske-type nonheme iron aromatic-ring-hydroxylating oxygenases, was identified to be essential for the conversion of DDVA; however, the genes encoding electron transfer components remained unknown. Disruption of putative electron transfer component genes scattered through the SYK-6 genome indicated that SLG_08500 and SLG_21200, which showed approximately 60% amino acid sequence identities with ferredoxin and ferredoxin reductase of dicambaO-demethylase, were essential for the normal growth of SYK-6 on DDVA. LigXa and the gene products of SLG_08500 (LigXc) and SLG_21200 (LigXd) were purified and were estimated to be a trimer, a monomer, and a monomer, respectively. LigXd contains FAD as the prosthetic group and showed much higher reductase activity toward 2,6-dichlorophenolindophenol with NADH than with NADPH. A mixture of purified LigXa, LigXc, and LigXd converted DDVA into 2,2′,3-trihydroxy-3′-methoxy-5,5′-dicarboxybiphenyl in the presence of NADH, indicating that DDVAO-demethylase is a three-component monooxygenase. This enzyme requires Fe(II) for its activity and is highly specific for DDVA, with aKmvalue of 63.5 μM andkcatof 6.1 s−1. Genome searches in six other sphingomonads revealed genes similar toligXcandligXd(>58% amino acid sequence identities) with a limited number of electron transfer component genes, yet a number of diverse oxygenase component genes were found. This fact implies that these few electron transfer components are able to interact with numerous oxygenase components and the conserved LigXc and LigXd orthologs are important in sphingomonads.

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