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Conformational investigation of two isomeric chiral porphyrins: A convergent approach with different techniques
Author(s) -
di Bari Lorenzo,
Pescitelli Gennaro,
Reginato Gloriana,
Salvadori Piero
Publication year - 2001
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.1176
Subject(s) - chemistry , circular dichroism , computational chemistry , proton nmr , nmr spectra database , stereochemistry , crystallography , spectral line , quantum mechanics , physics
The conformation in solution of two atropisomeric meso‐ tetrabinaphthyl porphyrins, used as catalytic precursors in asymmetric synthesis, was studied by means of experimental ( 1 H‐NMR ROESY, UV‐Vis, and circular dichroism) and computational (semiempirical structure optimization, DeVoe's coupled oscillators calculations) methods. UV‐Vis and CD spectra are calculated for several molecular models, with a systematic sampling of the conformational space, and compared to the experimental ones, leading to a structural hypothesis which is confirmed by NMR and PM3. Chirality 13:548–555, 2001. © 2001 Wiley‐Liss, Inc.