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

Authors

DARIUSH MIRZAEI
ABEDIEN ZABARDASTI
YAGHOUB MANSOURPANAH

DOI

10.3906/kim-1806-41

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.

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