73597-16-7Relevant academic research and scientific papers
DECARBOXYLATIVE PHOTOOXYGENATION OF CARBOXYLIC ACIDS BY THE USE OF ACRIDINE
Okada, Keiji,Okubo, Katsura,Oda, Masaji
, p. 83 - 84 (2007/10/02)
A new method of decarboxylative photooxygenation of free carboxylic acids is developed by the use of acridine as a light absorber, leading to alcohols after reductive treatment of the photolysate.
SYNTHESIS OF 9,10-BIS(9-TRIPTYCYLOXY)TRIPTYCENES MOLECULAR DESIGN OF A SYSTEM WITH DOUBLY CORRELATED INTERNAL ROTATION
Koga, Noboru,Kawada, Yuzo,Iwamura, Hiizu
, p. 1679 - 1686 (2007/10/02)
Torsional motions around the two C-C and C-O bonds in di(9-triptycyl)methanes, Tp2CH2, and di(9-triptycyl) ethers, Tp2O, respectively, have a high barrier to uncorrelated rotation and a very low barrier to coupled disrotation.As a result, a new stereoisomerism is generated due to different phase relationships between appropriately labeled benzene rings, at least one on each Tp unit.To extend the concept and further demonstrate the high correlation in the torsional motions for these systems, a doubly geared molecule, 9,10-bis(3-chlorotriptycyloxy)triptycene (1), was conceived and constructed.Bis(3-chloro-9-triptycyl)9,10-triptycenebis(peroxycarboxylate) was prepared.The meso and dl isomers of 1 were separated by HPLC on microsilica.The structures were confirmed by high resolution (13)C-NMR spectra which revealed an interesting stereochemical feature: one benzene ring of the middle unsubstituted triptycene moiety is diastereotopic to the other two.The rates of isomerisation were measured in diphenylmethane solution to give the activation parameters for the gear slipping process: ΔH=42.1+/-1.3 kcal mol-1 and ΔS=-3.2+/-2.3 e.u.The significance of these findings as an extreme case for the dynamics of molecular chains is discussed.
Unconventional Synthesis and Conformational Flexibility of Bis(1-triptycyl) Ether
Kawada, Yuzo,Iwamura, Hiizu
, p. 2547 - 2548 (2007/10/02)
The title compound was prepared by the thermolysis in perfluorodecalin of 1-triptycyl 1-triptyceneperoxycarboxylate which in turn was obtained by the reaction of 1-triptycyllithium with oxygen followed by treatment with 1-triptycenecarbonyl chloride.No sign of restricted rotation around the bridgehead-to-oxygen bonds of the ether was indicated by the 1H and 13C NMR spectra in spite of its overcrowded molecular framework.
