3043-33-2Relevant academic research and scientific papers
Polylithiumorganic compounds - 23. 1: 3,4-dilithio-1,2-butadienes by addition of lithium metal to 1,4-unsymmetrically substituted butatrienes
Maercker, Adalbert,Wunderlich, Hans,Girreser, Ulrich
, p. 6149 - 6172 (2007/10/03)
The synthesis of the highly reactive 1,4-unsymmetrically substituted butatrienes 12a-c is described. When employing a strict synthetic protocol, these alkatrienes react with lithium metal to 3,4-dilithio-1,2-butadienes 20a-c as stable intermediates. The structure of 20 is supported by IR and NMR spectroscopic evidence. The same dianionic intermediate can be prepared in one case by double deprotonation of the 1,2-butadiene 19. Upon derivatization, either 3,4-disubstituted 1,2-butadienes 24, 2,3-disubstituted 1,3-butadienes 25, or 1,4-disubstituted 2-butynes 26 are formed, depending on the nature of the electrophile employed. Copyright
Aryl and heteroaryl (phosphinylmethyl)phosphonate squalene synthetase inhibitors and method
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, (2008/06/13)
Phosphonic acid squalene synthetase inhibitors are provided which are effective in lowering serum cholesterol and have the formula STR1 wherein m is 0 to 3, n is 1 to 5, Y1 and Y2 are H or halogen, R2, R3 and R4 are H, metal ion, C1 to C8 alkyl, C3 to C12 alkenyl, or prodrug ester, and R1 is a substituted or unsubstituted heteroaryl group or a substituted phenyl group.
The far-ultraviolet photochemistry of alkylcyclopropenes in solution
Fahie, Brian J.,Leigh, William J.
, p. 1859 - 1867 (2007/10/02)
The photochemistry of 1,3,3-trimethylcyclopropene and 1-tert-butyl-3,3-dimethylcyclopropene has been investigated in hydrocarbon, methanol, and 1-hexene solution with far-ultraviolet (185-228 nm) light.Direct photolysis of the two compounds affords allene, alkyne, and 1,3-diene derivatives, formally as a result of initial bond cleavage to yield vinylcarbene intermediates.Products derived from cleavage of the most substituted (C1-C3) cyclopropene bond account for 60-80percent of the observed mixture in each case.Results from the photolysis of 1,3,3-trimethylcyclopropene-1-13C suggest a second pathway for formation of alkyne products in cyclopropene photochemistry, which occurs in competition with (or by exclusion of) the vinylcarbene -hydrogen migration pathway.The data are consistent with the intermediacy of a vinylidene species, formed by -hydrogen migration/ring opening, although attempts to chemically trap this intermediate with methanol or alkene were unsuccessful.Key words: cyclopropene, photolysis, vinylmethylene, propenylidene, far-UV.
