The conformational analysis of formyl and acetyl derivatives of benzo[b]thiophen was carried out by employing nmr chemical shifts (1-H and 13-C) and coupling constants. By measuring the lanthanide-induced shifts (LIS) and simulating experimental chemical shifts the relative conformer stability was determined. The results show that all the molecules examined are present almost completely in the Z conformation and that the stabilization of one conformer in this heterocyclic system seems due almost exclusively to the mesomeric interaction originating in the trans-arrangement of the C=O bond and the C=C bond having the higher double-bond character.

Conformational Analysis f Organic Carbonyl Compounds. Part 3. A 1H AND 13C Nuclear Magnetic Resonance Study of Formyl and Acetyl Derivatives of Benzo[b]thiophene / Benassi, Rois; Folli, Ugo; Iarossi, Dario; Schenetti, Luisa; Taddei, Ferdinando. - In: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS II. - ISSN 0300-9580. - STAMPA. - na:(1983), pp. 911-915.

Conformational Analysis f Organic Carbonyl Compounds. Part 3. A 1H AND 13C Nuclear Magnetic Resonance Study of Formyl and Acetyl Derivatives of Benzo[b]thiophene

BENASSI, Rois;FOLLI, Ugo;IAROSSI, Dario;SCHENETTI, Luisa;TADDEI, Ferdinando
1983

Abstract

The conformational analysis of formyl and acetyl derivatives of benzo[b]thiophen was carried out by employing nmr chemical shifts (1-H and 13-C) and coupling constants. By measuring the lanthanide-induced shifts (LIS) and simulating experimental chemical shifts the relative conformer stability was determined. The results show that all the molecules examined are present almost completely in the Z conformation and that the stabilization of one conformer in this heterocyclic system seems due almost exclusively to the mesomeric interaction originating in the trans-arrangement of the C=O bond and the C=C bond having the higher double-bond character.
na
911
915
Conformational Analysis f Organic Carbonyl Compounds. Part 3. A 1H AND 13C Nuclear Magnetic Resonance Study of Formyl and Acetyl Derivatives of Benzo[b]thiophene / Benassi, Rois; Folli, Ugo; Iarossi, Dario; Schenetti, Luisa; Taddei, Ferdinando. - In: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS II. - ISSN 0300-9580. - STAMPA. - na:(1983), pp. 911-915.
Benassi, Rois; Folli, Ugo; Iarossi, Dario; Schenetti, Luisa; Taddei, Ferdinando
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11380/744530
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