Title :

Gas-phase conformational landscape and ring-puckered structure of 1-aminoindane

Author(s) :

Neeman, Elias [Auteur]
Laboratoire de Physique des Lasers, Atomes et Molécules - UMR 8523 [PhLAM]
Lesarri, Alberto [Auteur]
Universidad de Valladolid [Valladolid] [UVa]
Bermúdez, Celina [Auteur]
Universidad de Valladolid [Valladolid] [UVa]

Journal title :

ChemPhysChem

Publisher :

Wiley-VCH Verlag

Publication date :

2025

ISSN :

1439-4235

English keyword(s) :

microwave spectroscopy
structural determination
ring puckering
conformational equilibria
computational chemistry
1-aminoindane
rotational spectroscopy
supersonic expansion
structure determination

HAL domain(s) :

Chimie/Chimie théorique et/ou physique
Chimie/Chimie organique

English abstract : [en]

Indane-based molecules are effective scaffolds for different pharmaceutical products, so it is relevant to analyze the relation between structure and functionality in indane derivatives. Here, we have characterized the ...
Show more >Indane-based molecules are effective scaffolds for different pharmaceutical products, so it is relevant to analyze the relation between structure and functionality in indane derivatives. Here, we have characterized the conformational landscape and molecular structure of 1-aminoindane in the gas phase using chirped-excitation Fourier-transform microwave spectroscopy and computational methods. The rotational spectrum confirmed the presence of two conformers, which were identified based on their rotational constants and 14N nuclear quadrupole coupling tensor elements. The observed conformers share the cyclopentane puckering and amino equatorial configuration but differ in the orientation of the amino group hydrogens. The spectral analysis further allowed the observation of all monosubstituted 13C and 15 N isotopologues in natural abundance for the most stable isomer, allowing a precise structural determination for this species. Structural information was derived using the substitution (mathematical equation ) and effective vibrational ground state (mathematical equation ) methods, revealing that the structure of 1-aminoindane is very similar to that of indane. A calculation of the potential energy surface along the pathway for the conversion between the most stable equatorial species permitted to rationalize the non-observation of additional conformers via molecular relaxation during the adiabatic expansion. The computational results include ab initio (MP2) and DFT methods (B3LYP, ωB97X−D and M06-2X).Show less >

Language :

Anglais

Peer reviewed article :

Oui

Audience :

Internationale

Popular science :

Non

Collections :

• Laboratoire de Physique des Lasers, Atomes et Molécules (PhLAM) - UMR 8523

Source :

Harvested from HAL

Submission date :

2025-03-20T05:24:44Z