Nuclear magnetic resonance spectra of oriented bicyclic systems containing heteroatom(s):the spectrum of 2-thiocoumarin

Arumugam, S and Khetrapal, CL (1986) Nuclear magnetic resonance spectra of oriented bicyclic systems containing heteroatom(s):the spectrum of 2-thiocoumarin. In: Canadian Journal of Chemistry / Revue canadienne de chimie, 64 (4). pp. 714-716.

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Abstract

From the proton nmr studies of 2-thiocoumarin and coumarin, it is concluded that the relative interproton distances in the two oxygen heteroatom bicyclic systems are similar. The values for the phenyl ring protons do not deviate significantly from the regular hexagonal geometry, unlike bicyclic systems with nitrogens as the heteroatoms, such as diazanaphthalenes. Larger values of the indirect spin-spin couplings within the protons of the ring containing the oxygen heteroatom, compared to the values between the ortho protons in the phenyl rings in coumarin and 2-thiocoumarin, correspond to the olefinic nature of these protons. This is in contrast to results for the nitrogen heterocycles where both the rings are aromatic.

Item Type:	Journal Article
Publication:	Canadian Journal of Chemistry / Revue canadienne de chimie
Publisher:	NRC Research Press
Additional Information:	Copyright of this article belongs to NRC Research Press.
Department/Centre:	Division of Chemical Sciences > Sophisticated Instruments Facility (Continued as NMR Research Centre)
Date Deposited:	01 Feb 2010 09:50
Last Modified:	06 Oct 2018 14:18
URI:	http://eprints.iisc.ac.in/id/eprint/21882

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