38279-34-4Relevant articles and documents
Bidirectional metal-free ROMP from difunctional organic initiators
Lu, Pengtao,Alrashdi, Nasser M.,Boydston, Andrew J.
, p. 2977 - 2982 (2017)
Ring-opening metathesis polymerization (ROMP) has enabled access to a diverse array of polymeric materials. Inspired by the breadth of tunability afforded by metal-mediated ROMP, opportunities from an organocatalyzed variant were investigated. We first investigated divinyl ether initiators with different relative orientation of alkoxy moieties. Our intention was to preserve the spacing between reactive sites of the vinyl ethers while varying the nature of the monomer incorporation. Specifically, initiator 1 would incorporate monomers via insertion at the center of the outwardlygrowing polymer, whereas initiator 2 would propagate via an active chain end mechanism. Each initiator was found to undergo metal-free ROMP of norbornene (3) under previously reported conditions using 2,4,6-tris(4-methoxyphenyl)pyrylium tetrafluoroborate (4) as a photoredox catalyst. In comparison with 1, initiator 2 also proceeded with high conversion of monomer although the initiator efficiency was found to be lower than for 1, and more consistent with previous polymerizations using ethyl propenyl ether. Attempts to identify products of deleterious reaction pathways from the initiators were met with limited success. Despite the differences in initiator efficiency, we found that 1 and 2 gave comparable rates of polymerization.
Bis-desulfoglucosinolates: A new class of bolaforms
Lafont, Dominique,Chevalier, Yves,Grumel, Valerie,Cassel, Stephanie,Rollin, Patrick
, p. 2919 - 2930 (2002)
Bis-desulfoglucosinolates 14-18 bearing D-gluco, lacto, malto and cellobio saccharidic moieties were synthesized in two steps from the corresponding protected 1-thio-β-D-glycopyranoses 5, 8, 10 and 12 and bis-hydroximoyl chlorides 3a and 4a derived from 1,8-octanedial (1) and 1,12-dodecanedial (2). Fully deprotections of the intermediate O-acetylated derivatives 6, 7, 9, 11 and 13 were realized either using Zemplen method or methanol/triethylamine/water mixture, the choice of the conditions being dependent on the solubility in methanol of the fully and partially acetylated derivatives.
Synthesis of bis-4H-furo[3,4-b]indoles
McGowan, Meredeth A.,Perreault, Denise M.,Thornton, Nancy B.,Garaas, Sarah D.,Gribble, Gordon W.
, p. 334 - 347 (2018/09/10)
We describe the synthesis of two novel bis-4H-furo[3,4-b]indoles from indole. Several alternative pathways to these potential DNA bis-intercalator precursors are discussed, and the synthesis of a novel semi-rigid tether is reported.
