73843-52-4Relevant academic research and scientific papers
REMARKABLY FAST CYCLOREVERSION IN METHOXY SUBSTITUTED COOKSON'S CAGE KETONES ASSISTED BY THE CAPTO-DATIVE SUBSTITUENT EFFECT AND BY THE THROUGH-BOND INTERACTION
Okamoto, Yasushi,Kanematsu, Ken,Fujiyoshi, Teruyo,Osawa, Eiji
, p. 5645 - 5648 (2007/10/02)
1,7-Dimethoxy groups in Cookson's pentacyclic cage derivates (2 and 5) accelerate the thermal cycloreversion, possibly by means of the unusual lengthening of C1-C7 bond and the synergetic capto-dative stabilization of 1,4-diradical (7 and 8).
THE ROLE OF THROUGH-BOND INTERACTION IN THERMAL BEHAVIOR OF CAGE MOLECULES
Okamoto, Yasushi,Harano, Kazunobu,Yasuda, Masami,Osawa, Eiji,Kanematsu, Ken
, p. 2526 - 2529 (2007/10/02)
The cage triketone 2 revealed different reactivities toward the thermal condition according to the substituents: the cyclobutane ring cleavage for alkyl substituents and decarbonylation for methoxycarbonyl ones.The X-ray crystallographic study for the derivative of 2b showed a significantly long (1.635(7) Angstroem) C(Ph)-C(Ph) ? bond.The reaction mechanisms are discussed in terms of frontier molecular orbital (FMO) theory combined with the results of the molecular mechanics and semiempirical MNDO molecular calculations.KEYWORDS - decarbonylation; cyclobutane ring cleavage; through-bond interaction; frontier molecular orbital; bond elongation
A NOVEL, VERSATILE SYNTHETIC APPROACH TO LINEARLY FUSED TRICYCLOPENTANOIDS via PHOTO-THERMAL OLEFIN METATHESIS
Mehta, Goverdhan,Srikrishna, A.,Reddy, A. Veera,Nair, Mangalam S.
, p. 4543 - 4559 (2007/10/02)
Fifteen examples of a new, speedy and general approach to linearly fused tricyclopentanoids bearing the tricyclo2,6>undecane (triquinane) frame of high contemporary interest is delineated.The key concept in our synthetic sequence to tri
