289673-74-1Relevant academic research and scientific papers
Studies towards the synthesis of the northern polyene of viridenomycin and synthesis of Z-double bond analogues
Knowles, Jonathan P.,O'Connor, Victoria E.,Whiting, Andrew
, p. 1876 - 1886 (2011)
Viridenomycin is a structurally challenging, potentially biologically valuable molecule which has yet to succumb to total synthesis. Its instability, perhaps particularly associated with the northern polyene may contribute to the difficulties of piecing this molecule together. The synthesis of northern polyene models, including potentially stabilised analogues incorporating benzene rings as Z-alkene replacements, have been prepared using an efficient series of cross-coupling reactions. The resulting polyenes and polyene surrogates have been converted into tetraene ester and amide models of the viridenomycin system. These analogues have sufficient stability compared with the unsubstituted northern polyene analogue to be viable for future developing a strategy for the construction of viridenomycin and analogues.
Preparation and Molecular Structures of 9,10-Dihydrophenanthrenes: Substituent Effects on the Long Bond Length
Suzuki, Takanori,Ono, Kazunori,Nishida, Jun-Ichi,Takahashi, Hyou,Tsuji, Takashi
, p. 4944 - 4948 (2007/10/03)
9,10-Dihydrophenanthrene derivatives 1-3 with electron-donating and/or -accepting groups at their 9,10-positions were prepared, and their precise molecular structures were determined by X-ray analyses at 203 K. The long C9-C10 bond [1.646(4) A] in the hexaarylethane-type compound 1 with four electron-donating groups is mainly caused by steric interaction. Push-pull type substitution does not induce the elongation of the central bond in the present system; the corresponding distance in 9,9-bis(4-dimethylaminophenyl)-10,10-dicyano derivative 2 [1.599(4) A] is intermediate between those of 1 and the tetracyano compound 3 [1.587(2) A].
