NMR spectroscopic characterization of  Z  E  isomers of cyclododeca‐1,5,9‐triene | Zendy

Radeglia Reiner | Zendy; Poleschner Helmut | Zendy; Haufe GÜNter | Zendy

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NMR spectroscopic characterization of Z  E isomers of cyclododeca‐1,5,9‐triene

Author(s) -

Radeglia Reiner,

Poleschner Helmut,

Haufe GÜNter

Publication year - 1993

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.1260311205

Subject(s) - chemistry , vicinal , heteronuclear molecule , coupling constant , resonance (particle physics) , chemical shift , nuclear magnetic resonance spectroscopy , carbon 13 nmr satellite , carbon 13 nmr , two dimensional nuclear magnetic resonance spectroscopy , crystallography , stereochemistry , spectroscopy , fluorine 19 nmr , organic chemistry , physics , particle physics , quantum mechanics

The four Z E isomers of cyclododeca‐1,5,9‐triene were examined by 13 C NMR spectroscopy. The vicinal 1 H 1 H coupling constants of the olefinic protons were used to determine the stereochemistry at the double bonds. For the symmetrically substituted CHCH fragments (chemically equivalent H atoms) this parameter was obtained from the 13 C NMR multiplets which are observed in 1 H continuous‐wave off‐resonance 13 C NMR experiments. The precise assignment of the 1 H and 13 C chemical shifts, in particular for the Z , Z , E and Z , E , E isomers, was possible on the basis of off‐resonance measurements in combination with 13 C/ 1 H heteronuclear correlated and 1 H/ 1 H‐COSY‐45 2D experiments.

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