Light orange crystals, Yield (2.9 g, 90%), m.p 202-204[degrees]C, IR (KBr, [v.sub.max] in [cm.sup.-1]): 3401 (-NH), 2956 (=C-H), 1891 (C=N), 1610 (C=C), 1644 (C=O), [sup.1]H NMR (DMSO-[d.sub.6], 400 MHz) [delta] ppm: 7.33-7.37 (d, 1H, -C=CH, vinylic
proton, [J.sub.H-H] = 16.4 Hz), 7.48-7.67 (m, 8 aryl, 5 phenyl), 10.2 (s, 1H, -NH of benzimidazole), [sup.13]C NMR (DMSO-[d.sub.6], 100 MHz) d ppm: 102, 106, 108, 110, 112, 120, 121, 122, 128, 129, 130, 132, 142, 148, 152, 190 (12 aryl carbons, 6 phenyl carbons, 2 vinylic
carbons, 1 imidazole quaternarycarbon and 1 carbonyl carbon), MS (m/z): 325.2 ([M.sup.+*]), Anal.
(S)-tert-Butyl-3-(acryloyloxy)pyrrolidine-1-carboxylate (12, Method A) was isolated as a pale yellow oil (43.6%); [sup.1]H NMR [delta] 6.30 (d, [delta] = 5.8Hz, [sup.1]H, vinylic
CH); 5.99 (dd, [delta] = 3.5, 5.8Hz, [sup.1]H, vinylic
CH); 5.73 (d, [delta] = 3.5 Hz, [sup.1]H, vinylic
CH); 5.23 (br m, [sup.1]H, ring diastereotopic 4-CH); 3.47 (m, 2H, N-C[H.sub.2]); 3.33 (m, 2H, N-C[H.sub.2]); 1.95 (m, 2H, ring 4-C[H.sub.2]); 1.34 (s, 9H, t-BOC C[H.sub.3]); [sup.13]C NMR [delta] 28.6, 30.9, 31.7, 43.7, 44.12, 51.5, 51.9, 73.3, 74.1, 79.7, 128.4, 131.4, 154.5, and 165.8; IR (film) 3061, 2979, 2885, 1727, 1620, 1479, 1412, 1366, 1297, 1270, 1192, 1117, and 1096 [cm.sup.?1]; EIMS (70 eV): 168 [[M-t-BuO].sup.+], 113 [[[C.sub.5][H.sub.7]N[O.sub.2]].sup.+], and 57 [[t-Bu].sup.+].
[sup.1]H NMR in (DMSO-[d.sub.6]), [delta]: 2.23 (s, 3H,- CHa); 4.89-4.80 (m, 2H, -O-C[H.sub.2]-C[F.sub.3]); 5.55 (s, 2H, -N-C[H.sub.2]-pyridine ring); 7.14-7.18 (d, 1H, vinylic
proton); 7.88 (s, 1H, indole ring protons); 7.67 (d, 1H, vinylic
proton); 7.30-8.23 (m, 8H, Ar-H); 7.40 (d, 1H, pyridine-H); 8.21 (d, 1H, pyridine-H); Mass (m/z): 485 (M+[H.sup.+]).
Gubert et al., "A possible neuroprotective action of a vinylic
telluride against Mn-induced neurotoxicity," Toxicological Sciences, vol.
benzylic = allylic > tertiary carbon > secondary carbon > primary carbon > vinylic
Also functions as an inhibitor and shortstopping agent for acrylic and vinylic
It is a stable white solid that is soluble in a range of organic solvents and copolymerizes with other vinylic
proton in the enamine is easily observed as a single peak at 8.81 ppm; signals at higher field belonging to the protons H-4 and 1-OH at [delta] 8.16 and 7.63 ppm, respectively, are coupled.
This carbon atom allows for an attack by different nucleophiles (S- and N-) in nucleophilic vinylic
substitution (SNVin) processes.
Synergy between the highly reactive terminal acrylate functionality and the internal vinylic
structures was evident when compared to binary blends of monomeric diacrylate and poly(butadiene), and may also contribute to the efficiency of the polymeric diacrylate coagent compared to monomeric forms.
This sequence of steps--alkene binding, functionalization, and retrocycloaddition--represents an overall vinylic
C-H functionalization reaction of simple olefins which does not require the use of directing groups.
Besides addition polymerization of vinylic
monomers, Zhou and coworkers, after proper surface modification, performed surface-initiated ring-opening polymerizations of norbornene, lactide, and carprolactone, respectively [34-36].