scholarly journals The unique fluorine effects in organic reactions: recent facts and insights into fluoroalkylations

2016 ◽  
Vol 45 (20) ◽  
pp. 5441-5454 ◽  
Author(s):  
Chuanfa Ni ◽  
Jinbo Hu

Fluoroalkylation reaction, featuring the transfer of a fluoroalkyl group to a substrate, is a straightforward and efficient method for the synthesis of organofluorine compounds. In fluoroalkylation reactions, fluorine substitution can dramatically influence the chemical outcome.

2004 ◽  
Vol 2004 (5) ◽  
pp. 344-346 ◽  
Author(s):  
Zhang-Gao Le ◽  
Zhen-Chu Chen ◽  
Yi Hu ◽  
Qin-Guo Zheng

Author(s):  
Luke Hunter

Organofluorine compounds are widely used in many different applications, ranging from pharmaceuticals and agrochemicals to advanced materials and polymers. It has been recognised for many years that fluorine substitution can confer useful molecular properties such as enhanced stability and hydrophobicity. Another impact of fluorine substitution is to influence the conformations of organic molecules. The stereoselective introduction of fluorine atoms can therefore be exploited as a conformational tool for the synthesis of shape-controlled functional molecules. This review will begin by describing some general aspects of the C–F bond and the various conformational effects associated with C–F bonds (i.e. dipole–dipole interactions, charge–dipole interactions and hyperconjugation). Examples of functional molecules that exploit these conformational effects will then be presented, drawing from a diverse range of molecules including pharmaceuticals, organocatalysts, liquid crystals and peptides.


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