aryl fluoride
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ACS Catalysis ◽  
2020 ◽  
Vol 10 (14) ◽  
pp. 7934-7944 ◽  
Author(s):  
Chen Wu ◽  
Samuel P. McCollom ◽  
Zhipeng Zheng ◽  
Jiadi Zhang ◽  
Sheng-Chun Sha ◽  
...  

2019 ◽  
Vol 6 (20) ◽  
pp. 1901053 ◽  
Author(s):  
Sebastian F. Hoefler ◽  
Georg Haberfehlner ◽  
Thomas Rath ◽  
Roberto Canteri ◽  
Mario Barozzi ◽  
...  

2019 ◽  
Vol 141 (33) ◽  
pp. 13261-13267 ◽  
Author(s):  
Elizabeth A. Meucci ◽  
Alireza Ariafard ◽  
Allan J. Canty ◽  
Jeff W. Kampf ◽  
Melanie S. Sanford

RSC Advances ◽  
2018 ◽  
Vol 8 (36) ◽  
pp. 20440-20449 ◽  
Author(s):  
Farheen Khurshid ◽  
M. Jeyavelan ◽  
Keisuke Takahashi ◽  
M. Sterlin Leo Hudson ◽  
S. Nagarajan

Covalent functionalization of graphene oxide (GO) through ‘‘click’’ reaction and its applications towards ammonia sensing has been demonstrated.


mBio ◽  
2016 ◽  
Vol 7 (4) ◽  
Author(s):  
Oliver Tiedt ◽  
Mario Mergelsberg ◽  
Kerstin Boll ◽  
Michael Müller ◽  
Lorenz Adrian ◽  
...  

ABSTRACTComplete biodegradation of the abundant and persistent fluoroaromatics requires enzymatic cleavage of an arylic C–F bond, probably the most stable single bond of a biodegradable organic molecule. While in aerobic microorganisms defluorination of fluoroaromatics is initiated by oxygenases, arylic C–F bond cleavage has never been observed in the absence of oxygen. Here, an oxygen-independent enzymatic aryl fluoride bond cleavage is described during the complete degradation of 4-fluorobenzoate or 4-fluorotoluene to CO2and HF in the denitrifyingThauera aromatica: the ATP-dependent defluorination of 4-fluorobenzoyl-coenzyme A (4-F-BzCoA) to benzoyl-coenzyme A (BzCoA) and HF, catalyzed by class I BzCoA reductase (BCR). Adaptation to growth with the fluoroaromatics was accomplished by the downregulation of a promiscuous benzoate-CoA ligase and the concomitant upregulation of 4-F-BzCoA-defluorinating/dearomatizing BCR on the transcriptional level. We propose an unprecedented mechanism for reductive arylic C–F bond cleavage via a Birch reduction-like mechanism resulting in a formal nucleophilic aromatic substitution. In the proposed anionic 4-fluorodienoyl-CoA transition state, fluoride elimination to BzCoA is favored over protonation to a fluorinated cyclic dienoyl-CoA.IMPORTANCEOrganofluorides are produced as pesticides, pharmaceuticals, and other chemicals and comprise approximately one quarter of all organic compounds in the pharmaceutical and agricultural sectors; they are considered a growing class of environmentally relevant persistent pollutants. Especially in the case of fluoroaromatics, biodegradation is hampered by the extreme stability of the arylic C–F bond. In aerobic microorganisms, degradation proceeds via oxygenase-dependent C–F bond cleavage reactions, whereas the enzymes involved in the degradation of fluoroaromatics at anoxic sites are unknown. Here we report a strategy for the complete biodegradation of a fluoroaromatic to CO2and HF in a denitrifying bacterium via activation to a CoA ester, followed by oxygen-independent arylic C–F bond cleavage catalyzed by an ATP-dependent enzyme. This reaction, in conjunction with a transcriptional adaptation to fluorinated growth substrates, is essential for the anoxic biodegradation of 4-fluorobenzoate/4-F-toluene and probably other fluoroaromatics.


2016 ◽  
Vol 65 (5) ◽  
pp. 526-534
Author(s):  
Jianhua Han ◽  
Lishuai Zong ◽  
Cheng Liu ◽  
Jinyan Wang ◽  
Xigao Jian

2016 ◽  
Vol 45 (45) ◽  
pp. 18313-18323 ◽  
Author(s):  
Xinxin Wang ◽  
Linlin Fan ◽  
Yichun Yuan ◽  
Shizhen Du ◽  
Yang Sun ◽  
...  

The title nickel systems, incorporating fluorine content on one N-aryl group, display superior productivity.


2015 ◽  
Vol 127 (42) ◽  
pp. 12624-12628 ◽  
Author(s):  
Ina Dubinsky-Davidchik ◽  
Israel Goldberg ◽  
Arkadi Vigalok ◽  
Andrei N. Vedernikov

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