Sökning: onr:"swepub:oai:DiVA.org:uu-442712" >
Sulfur Oxidation In...
Sulfur Oxidation Increases the Rate of HIRE-Type [1.4]Thiazepinone Ring Expansion and Influences the Conformation of a Medium-Sized Heterocyclic Scaffold
-
- Reutskaya, Elena (författare)
- Institute of Chemistry, Saint Petersburg State University, Saint Petersburg 199034, Russia
-
- Sapegin, Alexander (författare)
- Institute of Chemistry, Saint Petersburg State University, Saint Petersburg 199034, Russia
-
- Peintner, Stefan, 1991- (författare)
- Uppsala universitet,Organisk kemi
-
visa fler...
-
- Erdélyi, Máté, 1975- (författare)
- Uppsala universitet,Organisk kemi
-
- Krasavin, Mikhail (författare)
- Institute of Chemistry, Saint Petersburg State University, Saint Petersburg 199034, Russia
-
visa färre...
-
(creator_code:org_t)
- 2021-04-07
- 2021
- Engelska.
-
Ingår i: Journal of Organic Chemistry. - : American Chemical Society (ACS). - 0022-3263 .- 1520-6904. ; 86:8, s. 5778-5791
- Relaterad länk:
-
https://urn.kb.se/re...
-
visa fler...
-
https://doi.org/10.1...
-
visa färre...
Abstract
Ämnesord
Stäng
- The hydrated imidazoline ring expansion (HIRE-type) reaction was investigated for a series of di(hetero)arene-fused [1.4]thiazepinones in comparison with their sulfone counterparts. The sulfones were found to undergo ring expansion at a much higher rate compared to the thioethers, much in line with the current mechanistic understanding of the process. Moreover, the amide bond cis- and trans-isomers of the ring-expanded products were found, in the case of sulfones, to be stabilized through an intramolecular hydrogen bond. The latter phenomenon was studied in detail by NMR experiments and corroborated by X-ray crystallographic information.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Nyckelord
- Chemistry with specialization in Organic Chemistry
- Kemi med inriktning mot organisk kemi
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
Hitta via bibliotek
Till lärosätets databas