Summary.
The effect of cyclization of the propionic acid residues in mesobilirubin XIIIα propan-1,3-diyl ester on the angle between the dipyrrinone halves has been studied. This compound is shown to dimerize in chloroform solutions, and a conformation is proposed which is similar to that of the corresponding dimethyl ester. The results point to the contribution of π–π interactions, besides hydrogen bonding, to the geometry of the dimer.
Zusammenfassung.
Es wird der Einfluß der Zyklisierung von Mesobilirubin XIIIα– Propan-1,3-diylester über die Propionsäurereste auf den Winkel zwischen den beiden Dipyrrinonhälften untersucht. Die Verbindung liegt in CHCl3 als Dimeres vor. Eine Konformation analog zum entsprechenden Dimethylester wird vorgeschlagen. Neben H-Brücken sind offenbar auch π–π-Wechselwirkungen für die Struktur des Dimeren ausschlaggebend.
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Received November 27, 1997. Accepted December 3, 1997
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Crusats, J., Delgado, A., Farrera, JA. et al. Solution Structure of Mesobilirubin XIIIa Bridged Between the Propionic Acid Substituents [1]. Monatshefte fuer Chemie 129, 741–753 (1998). https://doi.org/10.1007/PL00013483
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DOI: https://doi.org/10.1007/PL00013483