A Raman spectroscopic and computational study of new aromatic pyrimidine-based halogen bond acceptors

Authors

April E.S. Hardin, University of Mississippi
Thomas L. Ellington, University of Mississippi
Suong T. Nguyen, University of Mississippi
Arnold L. Rheingold, University of California, San Diego
Gregory S. Tschumper, University of Mississippi
Davita L. Watkins, University of Mississippi
Nathan I. Hammer, University of Mississippi

Document Type

Article

Publication Date

1-1-2019

Abstract

© 2019 by the authors. Two new aromatic pyrimidine-based derivatives designed specifically for halogen bond directed self-assembly are investigated through a combination of high-resolution Raman spectroscopy, X-ray crystallography, and computational quantum chemistry. The vibrational frequencies of these new molecular building blocks, pyrimidine capped with furan (PrmF) and thiophene (PrmT), are compared to those previously assigned for pyrimidine (Prm). The modifications affect only a select few of the normal modes of Prm, most noticeably its signature ring breathing mode, ν1. Structural analyses afforded by X-ray crystallography, and computed interaction energies from density functional theory computations indicate that, although weak hydrogen bonding (C-H...O or C-H...N interactions) is present in these pyrimidine-based solid-state co-crystals, halogen bonding and π-stacking interactions play more dominant roles in driving their molecular-assembly.

Relational Format

journal article

Recommended Citation

Hardin, Ellington, Nguyen, Rheingold, Tschumper, Watkins, & Hammer. (2019). A Raman Spectroscopic and Computational Study of New Aromatic Pyrimidine-Based Halogen Bond Acceptors. Inorganics, 7(10), 119. https://doi.org/10.3390/inorganics7100119

DOI

10.3390/inorganics7100119

Accessibility Status

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