Capillary Column Gas Chromatographic Resolution of Isomeric Polycyclic Aromatic Sulfur Heterocycles in a Coal Liquid

Two‐dimensional nmr spectroscopy, by virtue of its second frequency domain which permits the segregation of spectral information along two frequency axes, considerably simplifies many assignment problems and facilitates others which may be impossible using conventional nmr methodology. A compound which falls into the latter category of assignment problem is phenanthro[1,2‐b]thiophene. The assignment of the 1H‐ and 13C‐nmr spectra of phenanthro[1,2‐b]thiophene are, however, reported through the concerted application of two‐dimensional nmr techniques. Experiments utilized in making the assignments included: auto‐correlated homonuclear (COSY) two‐dimensional spectroscopy; heteronuclear two‐dimensional J‐resolved spectroscopy; proton‐carbon chemical shift correlation two‐dimensional spectroscopy; and two‐dimensional 13C‐13C double quantum coherence spectroscopy.

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Angular polycyclic thiophenes containing two thiophene rings. I

Kudo

Tedjamulia

Castle

et al. 1984

Journal of Heterocyclic Chem

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We describe the synthesis of thieno[2,3‐c]dibenzothiophene (6), thieno[3,2‐c]dibenzothiophene (10), thieno‐[3,2‐a]dibenzothiophene (14), thieno[2,3‐a]dibenzothiophene (16), benzo[1,2‐b:4,3‐b]bisbenzo[b]thiophene (18), benzo[1,2‐‐6:3,4‐b]bisbenzo[b]thiophene (20), benzo[2,1‐‐6:3,4‐b]bisbenzo[b]thiophene (22), benzo[1,2‐b:3,4‐g]bisbenzo[b]thiophene (27), benzo[1,2‐b:4,3‐e]bisbenzo[b]thiophene (29), benzo[2,1‐‐6:3,4‐g]bisbenzo[b]thiophene (36), benzo[2,1‐‐6:4,3‐e]bisbenzo[b]thiophene (38), benzo[1,2‐‐6:4,3‐g]bisbenzo[b]thiophene (41), benzo[1,2‐b:4,5‐g]bisbenzo[b]thiophene (42), benzo[1,2‐b:3,4‐e]bisbenzo[b]thiophene (44) and benzo‐[1,2‐b:5,4‐e]bisbenzo[b]thiophene (45).

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Capillary Column Gas Chromatographic Resolution of Isomeric Polycyclic Aromatic Sulfur Heterocycles in a Coal Liquid

Cited by 51 publications

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Synthesis of all of the monomethyl isomers of naphtho[2,1‐b]thiophene

Synthesis of all of the monomethyl isomers of naphtho[2,1‐b]thiophene

Assignment of the ¹H‐ and ¹³C‐NMR spectra of phenanthro[1,2‐b]thiophene through the concerted application of two‐dimensional NMR spectroscopic techniques

Angular polycyclic thiophenes containing two thiophene rings. I

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Capillary Column Gas Chromatographic Resolution of Isomeric Polycyclic Aromatic Sulfur Heterocycles in a Coal Liquid

Cited by 51 publications

References 0 publications

Synthesis of all of the monomethyl isomers of naphtho[2,1‐b]thiophene

Synthesis of all of the monomethyl isomers of naphtho[2,1‐b]thiophene

Assignment of the 1H‐ and 13C‐NMR spectra of phenanthro[1,2‐b]thiophene through the concerted application of two‐dimensional NMR spectroscopic techniques

Angular polycyclic thiophenes containing two thiophene rings. I

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Assignment of the ¹H‐ and ¹³C‐NMR spectra of phenanthro[1,2‐b]thiophene through the concerted application of two‐dimensional NMR spectroscopic techniques