Self-Assembly Structures of 1H-Indazoles in the Solution and Solid Phases: A Vibrational (IR, FIR, Raman, and VCD) Spectroscopy and Computational Study

• Published in: Chemphyschem 2013-10, Vol.14 (14), p.3355-3360
• Main Authors: Avilés Moreno, J. R., Quesada Moreno, M. M., López González, J. J., Claramunt, R. M., López, C., Alkorta, I., Elguero, J.
• Format: Article
• Language: English
• Subjects: Chemistry; Chirality; density functional calculations; Dimers; Exact sciences and technology; General and physical chemistry; hydrogen bonds; Infrared spectroscopy; Molecular structure; Quantum chemistry; Questions; Solid phases; Solution properties; Solutions; Studies; Trimers; vibrational spectroscopy
• ISSN: 1439-4235; 1439-7641
• DOI: 10.1002/cphc.201300503

1H‐indazoles are good candidates for studying the phenomena of molecular association and spontaneous resolution of chiral compounds. Thus, because the 1H‐indazoles can crystallize as dimers, trimers, or catemers, depending on their structure and the phase that they are in, the difficulty in the experimental analysis of the structure of the family of 1H‐indazoles becomes clear. This difficulty leads us to contemplate several questions: How can we determine the presence of different structures of a given molecular species if they change according to the phase? Could these different structures be present in the same phase simultaneously? How can they be determined? To shed light on these questions, we outline a very complete strategy by using various vibrational spectroscopic techniques that are sensitive (VCD) and insensitive (IR, FIR, and Raman) towards the chirality, together with quantum chemical calculations. Spontaneous chiral resolution: 1H‐indazoles are good candidates for studying the molecular association and spontaneous resolution of chiral compounds. These compounds can crystallize as dimers, trimers, or catemers, depending on their structure and phase. Various vibrational spectroscopy techniques that are sensitive (VCD) and insensitive (IR, FIR, and Raman) towards the chirality are employed, together with quantum chemical calculations.