2016
DOI: 10.1039/c6py00963h
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Facile modification and fixation of diaryl disulphide-containing dynamic covalent polyesters by iodine-catalysed insertion-like addition reactions of styrene derivatives to disulphide units

Abstract: We report the modification of diaryl disulphide-containing dynamic covalent polyesters (DADS-PEs) via an iodine-catalysed addition reaction with styrene derivatives that proceeds in an insertion-like manner. The simple procedure of these reactions enabled facile control of the primary structure and physical properties of DADS-PEs by using various styrene derivatives with several polar substituents, flexible oligomeric chains, and two vinyl functionalities that work as a cross-linker. The addition reactions wer… Show more

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Cited by 7 publications
(3 citation statements)
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“…However, the bulk properties of the PPS derivatives, i.e., molecular weight, mechanical properties, and melt processability, should be further improved for practical applications. We have currently been focusing on these remaining issues by means of engineering the reactive disulfide bond in the PPS chains, which can be accomplished through the end-functionalization using multiarm modification agents, disulfide metathesis, or other transformation reactions (e.g., click reactions) as chain-extension techniques. …”
Section: Resultsmentioning
confidence: 99%
“…However, the bulk properties of the PPS derivatives, i.e., molecular weight, mechanical properties, and melt processability, should be further improved for practical applications. We have currently been focusing on these remaining issues by means of engineering the reactive disulfide bond in the PPS chains, which can be accomplished through the end-functionalization using multiarm modification agents, disulfide metathesis, or other transformation reactions (e.g., click reactions) as chain-extension techniques. …”
Section: Resultsmentioning
confidence: 99%
“…[7] This is primarily due to its inherent low toxicity, readily availability combined with its attractive reactivity. [8,9] Moreover, in organic transformations the functionality of iodine normally associated with the oxidation state in different forms (Figure 2), such as molecular iodine, copper iodide, sodium/potassium iodide and hypervalent iodine viz: phenyl iodine(III) diacetate PIDA, [10] phenyl iodine(III) bis (trifluoroacetate) PIFA, [11] phenyl iodine(III) di-pivaloate PIDP, [12] phenyl iodine(III) bis(m-chlorobenzoate) PhI(mCBA) 2, [13] [hydroxy(tosyloxy)iodo]-benzene HTIB [14,15] (Koserze reagent), iodosyl-benzene PhIO [16] and Bis-imido iodobenzenes. [17] Among all the existing iodine derivatives employed in oxazole synthetic are especially favourable ones because of offering wide substrate scope, substituent-tolerance and chemoselectivity.…”
Section: Introductionmentioning
confidence: 99%
“…dynamic covalent bonds exhibit higher strength and enable a greater degree of control over the reaction equilibrium . An impressive suite of synthetic materials have been prepared based on dynamic chemistries such as imine, hydrazone, Diels–Alder, disulphide, boronate ester, and olefin metathesis which show potential for drug discovery, drug delivery, regenerative medicine, self‐healing materials, and shape‐memory polymers …”
Section: Introductionmentioning
confidence: 99%