%0 Journal Article %1 RN34 %A Dobado, J.A. %A Gomez-Tamayo, J.C. %A Calvo-Flores, F.G. %A Martinez-Garcia, H. %A Cardona, W. %A Weiss-Lopez, B. %A Ramirez-Rodriguez, O. %A Pessoa-Mahana, H. %A Araya-Maturana, R. %D 2011 %I 2011 John Wiley & Sons, Ltd. %J Magnetic Resonance in Chemistry %K (3)integral alhrichs-pvtz, basis-sets, c-13 calculations, chemical-shifts, coupling-constants, derivatives, dft, diels-alder dqcauchile giao, h,h, h-1 hmbc, hmqc, hydroquinone, nmr, o3lyp, organic-molecules, reaction, respiration, sensitivity, spin theoretical tumor-cell %N 6 %P 358-365 %R 10.1002/mrc.2745 %T Nmr Assignment in Regioisomeric Hydroquinones %U /brokenurl#<Go to ISI>://WOS:000291114500009 %V 49 %X A set of regioisomeric pairs of tricyclic hydroquinones, analogues of antitumor 9,10-dihydroxy-4,4-dimethyl-5,8dihydroanthracen- 1(4H)-one (1) and other derivatives, were synthesized and their regiochemistry and NMR spectra assigned by using 1H-detected one-bond(C-H) HMQC and long-range C-HHMBC, in good agreement with theoretical O3LYP/Alhrichs-pVTZ calculations. The 5-hydroxymethyl derivatives (11, 15, 19) showed a 3 integral H,H coupling constant of methylene protons evidencing the presence of a seven-membered intramolecular hydrogen bonded ring, not observed for the 8-hydroxymethyl isomers.

@article{RN34, abstract = {A set of regioisomeric pairs of tricyclic hydroquinones, analogues of antitumor 9,10-dihydroxy-4,4-dimethyl-5,8dihydroanthracen- 1(4H)-one (1) and other derivatives, were synthesized and their regiochemistry and NMR spectra assigned by using 1H-detected one-bond(C-H) HMQC and long-range C-HHMBC, in good agreement with theoretical O3LYP/Alhrichs-pVTZ calculations. The 5-hydroxymethyl derivatives (11, 15, 19) showed a 3 integral H,H coupling constant of methylene protons evidencing the presence of a seven-membered intramolecular hydrogen bonded ring, not observed for the 8-hydroxymethyl isomers.}, added-at = {2019-12-04T03:57:35.000+0100}, author = {Dobado, J.A. and Gomez-Tamayo, J.C. and Calvo-Flores, F.G. and Martinez-Garcia, H. and Cardona, W. and Weiss-Lopez, B. and Ramirez-Rodriguez, O. and Pessoa-Mahana, H. and Araya-Maturana, R.}, biburl = {https://www.bibsonomy.org/bibtex/2944c28f7728227be48d12cea8f73433d/dqcauchile}, doi = {10.1002/mrc.2745}, interhash = {5059ca9106d23c338109571a4c395bc4}, intrahash = {944c28f7728227be48d12cea8f73433d}, issn = {0749-1581}, journal = {Magnetic Resonance in Chemistry}, keywords = {(3)integral alhrichs-pvtz, basis-sets, c-13 calculations, chemical-shifts, coupling-constants, derivatives, dft, diels-alder dqcauchile giao, h,h, h-1 hmbc, hmqc, hydroquinone, nmr, o3lyp, organic-molecules, reaction, respiration, sensitivity, spin theoretical tumor-cell}, number = 6, pages = {358-365}, publisher = {2011 John Wiley & Sons, Ltd.}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {Nmr Assignment in Regioisomeric Hydroquinones}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000291114500009}, volume = 49, year = 2011 }