I. Antol, Z. Glasovac, M. Hare
2003
Citations
0
Influential Citations
4
Citations
Journal
International Journal of Mass Spectrometry
Abstract
Abstract 1 H -Cyclopropa[b]naphthalene ( 3H ) and 2-methylnaphthalene ( 6H ) were deprotonated by fluoride ion in a Fourier transform mass spectrometer, and their acidities were measured via equilibrium techniques (Δ G ° acid =357.5±2.1 kcal mol −1 ( 3H ) and 365.2±2.1 kcal mol −1 ( 6H ), Δ H ° acid =365.1±2.1 kcal mol −1 ( 3H ) and 372.7±2.1 kcal mol −1 ( 6H )). These results were modeled by MP2 and BVWN5 calculations, and additional computations were carried out on benzocyclopropene ( 1H ), toluene ( 2H ), 1 H -cyclopropa[a]naphthalene ( 4H ), and 1-methylnaphthalene ( 5H ). The stability of the conjugate bases of 3H and 4H are examined and their aromatic vs. antiaromatic nature is considered.