343570-93-4Relevant academic research and scientific papers
Towards C-2 symmetrical macrocyles with an incorporated sucrose unit
Jarosz, Slawomir,Listkowski, Arkadiusz
, p. 492 - 496 (2007/10/03)
The first C2 symmetrical macrocyclic receptor containing two sucrose molecules has been prepared, albeit in low yield, by reaction of hexa-O-benzyl-6′-O-acroyl-6-O-allylsucrose in the presence of a second generation Grubbs catalyst (1,3-dimesit
Macrocyclic receptors containing sucrose skeleton
Jarosz, S?awomir,Listkowski, Arkadiusz,Lewandowski, Bartosz,Ciunik, Zbigniew,Brzuszkiewicz, Anna
, p. 8485 - 8492 (2007/10/03)
Crown ether analogues with incorporated sucrose unit were prepared by reaction of 1′,2,3,3′,4,4′-hexa-O-benzylsucrose with polyethylene ditosylates in up to 52% yield. Stability constants of their complexes with Li+, Na+, K+, NH 4+ were determined by the NMR titration method. The macrocycles were also tested as catalysts in the enantioselective Michael reaction, but with little success (ee up to only 22%). The macrocycle containing nitrogen in the ring was also prepared in good yield. All prepared macrocycles were easily converted into the free sucrose crowns (H2/Pd/C) without destroying the (very labile) glycosidic bond. The crystal structure of the selected receptor was determined.
Coupling of the C6 and C6′ positions of sucrose by metathesis reaction
Jarosz,Listkowski,Mach
, p. 683 - 687 (2007/10/03)
1′,2,3,3′,4,4′-Hexa-O-benzylsucrose (7) was converted into diallyl ether 11 and subjected to metathesis reaction with the Grubbs' catalyst. The expected macrocyclic product (12) was obtained in a good yield as a cis/trans mixture of olefins, hydrogenation
