Synthesis and Application of Ionic Liquid‐Supported Carbodiimides

Abstract

A series of ionic liquid-supported carbodiimides was synthesized and applied in coupling reactions. The key features for the synthetic route included the click reaction of 3-azidobenzyl chloride to introduce the imidazolium moiety and the Staudinger reaction with different isothiocyanates to furnish novel carbodiimides, which showed good reactivity toward (thio)esterifications (76-99 %) and other acylations (79-93 %) and the resulting urea can be easily removed.

Recyclable and reusable ionic liquid-supported azo precursors in Mitsunobu reactions

“…10 We also synthesized a variety of novel ionic liquid-modified carbodiimides and demonstrated their applications in coupling reactions. 11…”

“…The last step of synthesizing the ionic liquid-supported azo precursor 4a provided 92% yield via a click reaction 15 between azide 6 and alkyne 7 . 11 The replacement of the halogen anion of compound 4a was performed by treatment with sodium tetrafluoroborate (NaBF 4 ) to provide 4b .…”

“…10 We also synthesized a variety of novel ionic liquid-modified carbodiimides and demonstrated their applications in coupling reactions. 11 In 2006, 12 But and Toy pioneered the field of organocatalytic Mitsunobu reactions. 13 Through Toy's work, the typical Mitsunobu azo reagent DEAD can be used in sub-stoichiometric amounts and employed PhI(OAc) 2 as a terminal oxidant.…”

Corrosion inhibiting performance of novel imidazolium‐based ionic liquids as an efficient and green corrosion constraint for carbon steel in neutral chloride solution

“…[28][29][30][31] Generally, ILs are salts in the form of liquid, and whose melting point is lower than 373.15 K. In this manner, they ordinarily show up as fluid beneath encompassing conditions. [32][33][34][35][36][37] They are composed of two parts (organic cations and a variety of anions). As green chemical compounds, ILs possess a low vapor pressure, are not flammable, toxic, and are of high thermal and chemical stability.…”