Two-Dimensional Relayed Coherence Transfer Experiments as a Means of Subgrouping Protonated Carbon Resonances of Complex Polynuclear Heteroaromatics on The Basis of Vicinal Proton-Proton Connectivities

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Journal Title, Volume, Page: 
Journal of Heterocyclic Chemistry Volume 21, Issue 3, pages 929–933, May/June 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
Gary E. Martin
Department of Medicinal Chemistry, College of Pharmacy, University of Houston, Houston, Texas 77004
Marvin L. Tedjamulia
Department of Chemistry, University of South Florida, Tampa, Florida 33620
Hirotaka Kudo
Department of Chemistry, University of South Florida, Tampa, Florida 33620
Raymond N. Castle
Department of Chemistry, University of South Florida, Tampa, Florida 33620
Milton L. Lee
Department of Chemistry, Brigham Young University, Provo, Utah 84602
Preferred Abstract (Original): 

Application of autocorrelated homonuclear (COSY) and proton-carbon chemical shift correlation two-dimensional nmr experiments to the problem of assigning the 1H- and 13C-nmr spectra of phenanthro[4,3-a]dibenzothiophene fails despite their considerable utility in the assignment of the spectra of the smaller phenanthro[b]thiophenes. The failure of these techniques in the case of phenanthro[4,3-a]dibenzothiophene is predominantly due to the inability of the COSY spectrum to provide the means of subgrouping the proton resonances into their component spin subsystems. Two-dimensional relayed coherence transfer nmr experiments which first established coherence between vicinally coupled protons which is then transferred to the carbon spins which are ultimately observed circumvent these problems. The application of two-dimensional relayed coherence transfer to phenanthro[4,3-a]dibenzothiophene is described, the technique leading to the sub-grouping of all five of the proton spin subsystems and thus providing a means of beginning the total assignment.

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Two-Dimensional_Relayed_Coherence_Transfer_Experiments_as_a_Means_of_Subgrouping_Protonated_Carbon_Resonances_of_Complex_Polynuclear_Heteroaromatics_on_The_Basis_of_Vicinal_Proton-Proton_Connectivities.pdf1.04 MB