Combined Application of Auto-Correlated (COSY) and homonuclear J-resolved two-Dimensional NMR Spectra for the Assignment of Congested, non-first Order Spectra of Polycyclic Aromatic Systems. Assignment of the 1 H-NMR Spectrum of Benzo[2,3].....

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Journal Title, Volume, Page: 
Journal of Heterocyclic Chemistry Volume 21, Issue 1, pages 225–233, January/February 1984
Year of Publication: 
1984
Authors: 
M. J. Musmar
Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004
Current Affiliation: 
Department of Pharmacy, Faculty of Medicine and Health Sciences, An-Najah National University, Nablus, Palestine
Robert T. Gampe
Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004
Gary E. Martin
Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004
W. John Layton
Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506
Stanford L. Smith
Department of Chemistry, University of Kentucky, Lexington, Kentucky 40506
Robert D. Thompson
Department of Chemistry, Brigham Young University, Provo, Utah 84601
Masatomo Iwao
Department of Chemistry, Brigham Young University, Provo, Utah 84601
Milton L. Lee
Department of Chemistry, Brigham Young University, Provo, Utah 84601
Raymond N. Castle
Department of Chemistry, University of South Florida, Tampa, Florida 33620
Preferred Abstract (Original): 

Total assignment of the proton nmr spectrum of benzo[2,3]phenanthro[4,5-bcd]thiophene at 200 MHz is reported. Preliminary identification of the resonances comprising the individual spin Systems was accomplished by the use of auto-correlated two-dimensional proton nmr spectroscopy (COSY). Individual assignments were made on the basis of spin-coupling information which was obtained from the “titled” two-dimensional J-resolved (2DJ) proton nmr spectrum of the title compound. Because of the greater resolving power of the latter experiment relative to conventional proton nmr spectroscopy, a number of long range inter-ring spincouplings were observed. The observation of these long range couplings was crucial to the final assignment of several of the resonances in the spectrum. Resonances due to strong coupling in the 2DJ spectrum were also shown to be a useful means of correlating strongly coupled spins which provides an alternative to the COSY spectrum for this purpose.

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Combined_Application_of_Auto-Correlated_(COSY)_and_homonuclear_J-resolved_two-Dimensional_NMR_Spectra_for_the_Assignment_of_Congested,_non-first_Order_Spectra_of_Polycyclic_Aromatic_Systems._Assignment_of_the_1_H-NMR_Spectrum_of_B.pdf2.86 MB