Ultra-Easy Access to NH₂-Functionalized TSILs, Their Potential as Highly Volume-Efficient Electrophile Scavengers, and Insights into the Electronics of Girard's Reagent T, A Venerable Chemical Work Horse

Controlled Release of Volatile Aldehydes and Ketones from Dynamic Mixtures Generated by Reversible Hydrazone Formation

“…anti isomerization [28], which is in the same order of magnitude as the ones previously reported for a similar system [25]. A recently reported X-ray solid-state molecular structure of the hydrazone formed from 11a and isobutyraldehyde showed that the imine double bond has an (E) configuration and the amide bond is in an anti conformation [29].…”

Imidazolium based ionic liquid-phase green catalytic reactions

“…262 The repulsive interaction of the inserting species and the polymer chains causes their separation since the polymer matrix is flexible, hence resulting in the volume expansion that is accompanied by uniform rearrangement of polymer matrixes without breaking the strong chemical bonds chain connections. On the other hand, ILs "monomers and oligomers" can be swallowed by substances containing highly polarised functional groups or ionic moieties 263,264 such as polymers (mainly crosslinked), [265][266][267] clays 268,269 and biomaterials. 209,221 The swelling behaviour of PILs provides a flexible platform for various "smart materials" applications such as in catalysis since the PIL support provides the environment for the catalysts' uniform distribution while the reactants can easily enter the medium (reducing possible mass transfer limitations), yielding a homogeneous-like catalytic phase.…”

Tunable thermomorphism and applications of ionic liquid analogues of Girard's reagents

“…Other applications include isolation of keto-steroids and volatile carbonyl compounds from foods, rancid oils and marc spirit (brandy). 3 More recently, Girard's reagents also have been used as scavengers for acyl chlorides, 4 as synthetic building blocks for the preparation of combinatorial libraries, 5 as biopolymeric flocculants, 6 as derivatising agents for LC-MS analysis, 7 and as ligands (either as neat reagents, or as structured derivatives) for complexation with metals, 8 leading to (in some cases) potential therapeutic antitumour agents. 9 The heteroatom-rich polar hydrazide group (-CONHNH 2 ) that exists in Girard's reagents provides an opportunity to create a library of ionic liquids with a range of cationic nitrogenous bases in combination with a variety of anions to impart either hydrophilic or hydrophobic behaviour.…”