51260-50-5Relevant academic research and scientific papers
The anisotropic effect of functional groups in 1H NMR spectra is the molecular response property of spatial nucleus independent chemical shifts (NICS) - Conformational equilibria of exo/endo tetrahydrodicyclopentadiene derivatives
Kleinpeter, Erich,Laemmermann, Anica,Kuehn, Heiner
, p. 1098 - 1111 (2011)
The inversion of the flexible five-membered ring in tetrahydrodicyclopentadiene (TH-DCPD) derivatives remains fast on the NMR timescale even at 103 K. Since the intramolecular exchange process could not be sufficiently slowed for spectroscopic evaluation, the conformational equilibrium is thus inaccessible by dynamic NMR. Fortunately, the spatial magnetic properties of the aryl and carbonyl groups attached to the DCPD skeleton can be employed in order to evaluate the conformational state of the system. In this context, the anisotropic effects of the functional groups in the 1H NMR spectra prove to be the molecular response property of spatial nucleus independent chemical shifts (NICS).
Enantioselectivity in odor perception synthesis and olfactory properties of the new tricyclic sandalwood odorant Fleursandol
Hoelscher, Bernd,Braun, Norbert A.,Weber, Berthold,Kappey, Claus-Hermann,Meier, Manfred,Pickenhagen, Wilhelm
, p. 1666 - 1680 (2007/10/03)
The 3-methyl-4-(tricyclo[5.2.1.02,6]dec-4-en-8-ylidene)butan-2- ols (=Fleursandol; rac-10), a new class of sandalwood odorants, were synthesized in their enantiomerically pure forms by use of tricyclo[5.2.1.0 2,6]dec-4-en-8-ones 17 and ent-17 and (tetrahydro-2H-pyran-2-yl)- protected 4-bromo-3-methylbutan-2-ols 22 and ent-22 as starting materials (Schemes 2-4). Only four of 16 possible stereoisomers of rac-10 possess the typical, very pleasant, long-lasting sandalwood odor (Table 1). The (2S,3R,4E,1′R,2′R,6′R,7′R)-isomer ent-10a is by far the most important representative, with an odor threshold of 5 μg/l in H 2O.
Synthesis and Reactions of Tricyclic Monocarboxylic Acid Esters
Mamedov, M. K.
, p. 485 - 488 (2007/10/03)
A convenient and efficient method for preparing tricyclic esters has been developed on the basis of addition of C1-C3 monocarboxylic acids to tricyclo2,6>deca-3,8-diene and its dimethyl derivatives in the presence of p-toluenesulfonic acid.The orientation of the ester group in the products has been determined.Some reactions of the resulting esters have been studied, and their possible applications have been proposed.
