A chiral interlocking auxiliary strategy for the synthesis of mechanically planar chiral rotaxanes was written by de Juan, Alberto;Lozano, David;Heard, Andrew W.;Jinks, Michael A.;Suarez, Jorge Meijide;Tizzard, Graham J.;Goldup, Stephen M.. And the article was included in Nature Chemistry in 2022.Name: Dimethyl 5-ethynylisophthalate This article mentions the following:
A combination of reaction partners that function as a chiral interlocking auxiliary to both orientate a macrocycle and effectively, load it onto a new axle was discovered. These substrates was used to demonstrate the potential of a chiral interlocking auxiliary strategy for the synthesis of mech. planar chiral rotaxanes by producing a range of examples with high enantiopurity (93-99% e.e.), including so-called ‘impossible’ rotaxanes whose axles lack any functional groups that would allow their direct synthesis by other means. Intriguingly, by varying the order of bond-forming steps, can effectively choose which end of an axle the macrocycle is loaded onto, enabling the synthesis of both hands of a single target using the same reactions and building blocks. In the experiment, the researchers used many compounds, for example, Dimethyl 5-ethynylisophthalate (cas: 313648-56-5Name: Dimethyl 5-ethynylisophthalate).
Dimethyl 5-ethynylisophthalate (cas: 313648-56-5) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Name: Dimethyl 5-ethynylisophthalate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics