So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Boiadjiev, Stefan E.; Lightner, David A. researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate.They published the article 《Atropisomerism in monopyrroles》 about this compound( cas:2199-44-2 ) in Tetrahedron: Asymmetry. Keywords: dynamic NMR atropisomerism monopyrrole rotation barrier kinetics. We’ll tell you more about this compound (cas:2199-44-2).
As observed by NMR, iodopyrroles 1a and 1b (Et and Me 3,5-dimethyl-4-[(1′-iodo-2′,2′-dimethyl)propyl]pyrrole-2-carboxylate) and a variety of related derivatives with iodine replaced by methoxy 2, thiomethyl 3, acetic acid esters 4, propionic acid ester 5 or malonic esters 6 exhibit restricted rotation about the C(4)-C(1′) bond due to the bulky tert-Bu group and an ortho effect from the sterically crowded 3,5-dimethylpyrrole. Most of the compounds, which are members of the rare class of atropisomers due to restricted rotation about an sp3-sp2 C-C bond, undergo diastereomeric enrichment by preparative TLC and crystallization From dynamic NMR studies of the enriched diastereomers one can determine kinetic and thermodn. parameters associated with the atropisomerism, e.g., ΔG‡ ∼24 kcal/mol for 1 and 5 (313 K), ∼22 kcal/mol for 3 (273 K), and ∼25 kcal/mol for 6 (313 K) in C2D2Cl4 solvent.
As far as I know, this compound(2199-44-2)Application In Synthesis of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com