210. Metal ions and complexes in organic reactions. Part I. Substitution reactions between aryl halides and cuprous salts in organic solvents

Author(s):  
R. G. R. Bacon ◽  
H. A. O. Hill
2005 ◽  
Vol 2005 (7) ◽  
pp. 413-417 ◽  
Author(s):  
N. Llewellyn Lancaster

Ionic liquids have been advanced as alternative solvents for organic reactions. In this paper, the principal findings of studies on nucleophilic substitutions in ionic liquids are reviewed. Thus our examination of halides (Cl-, Br- and I) in a range of ionic liquids is combined with our study of amine nucleophilicity into a single narrative. There have been a few other quantitative studies of nucleophilic substitutions in ionic liquids, and the results of these studies are also summarised in this work. These data are compared to related reactions in molecular solvents, and used to show where ionic liquids do (and do not) offer advantages over molecular solvents for nucleophilic substitutions.


Author(s):  
Yves Ruff ◽  
Roberto Martinez ◽  
Xavier Pellé ◽  
Pierre Nimsgern ◽  
Pascale Fille ◽  
...  

Herein, we describe the development of a practical catch-and release methodology utilizing a cationic, amphiphilic PEG-based polymer to perform chemical transformations on immobilized DNA conjugates under anhydrous conditions. We demonstrate the usefulness of our APTAC (<u>a</u>mphiphilic <u>p</u>olymer-facilitated <u>t</u>ransformations under <u>a</u>nhydrous <u>c</u>onditions) approach by performing several challenging transformations on DNA-conjugated small molecules in pure organic solvents: the addition of a carbanion equivalent to a DNA-conjugated ketone in tetrahydrofuran, the synthesis of saturated heterocycles using the tin (Sn) amine protocol (SnAP) in dichloromethane and the dual-catalytic (Ir/Ni) metallaphotoredox decarboxylative cross-coupling of carboxylic acids to DNA-conjugated aryl halides in DMSO. In addition, we demonstrate the feasibility of the latter in multititer-plate format.


Sign in / Sign up

Export Citation Format

Share Document