Intermolecular complexes of halocyclopropenone derivatives with the hypohalous acids HOF, HOCl, HOBr, and HOI

Authors

DARIUSH MIRZAEI
ABEDIEN ZABARDASTI
YAGHOUB MANSOURPANAH

Abstract

The intermolecular interactions between halocyclopropenone derivatives (HC$_{3}$OX; X $=$ I, Br, Cl, and F) and hypohalous acids (HOY; Y $=$ I, Br, Cl, and F) were studied via the MP2 method utilizing the aug-cc-pVTZ and aug-cc-pVTZ(-PP) basis sets. The three types of complexes were hydrogen bonds, halogen bonds, and complexes containing both hydrogen and halogen bonds. The results obtained indicated that interactions in the Type 1 complexes were stronger than those in Types 2 and 3. The H-O bonds revealed red shifts with complex formation in Types 1 and 2. The O-Y bonds displayed red shifts in the Type 3 and blue shifts in the Type 2 structures. Molecular electrostatic potential, quantum theory of atoms in molecules, and natural bond orbital methodologies were used to analyze these interactions.

DOI

10.3906/kim-1806-41

Keywords

Hydrogen bond, halogen bond, cyclopropenones, hypohalous acids

First Page

651

Last Page

662

Recommended Citation

MIRZAEI, DARIUSH; ZABARDASTI, ABEDIEN; and MANSOURPANAH, YAGHOUB (2019) "Intermolecular complexes of halocyclopropenone derivatives with the hypohalous acids HOF, HOCl, HOBr, and HOI," Turkish Journal of Chemistry: Vol. 43: No. 2, Article 23. https://doi.org/10.3906/kim-1806-41
Available at: https://journals.tubitak.gov.tr/chem/vol43/iss2/23