Conformations of nitro-substituted spiropyran and merocyanine studied by low-temperature matrix-isolation infrared spectroscopy and density-functional-theory calculation

Abstract

Infrared spectrum of a spiropyran, 1 ′,3 ′-dihydro-1 ′,3 ′,3 ′-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2 ′-[2H]indole], in a low-temperature argon matrix was measured with a Fourier transformed infrared spectrophotometer. The conformation of this spiropyran was determined by comparison of the observed spectrum with a spectral pattern obtained by the density-functional-theory calculation. This conformation differs from the optimized geometry derived from an HF/6-31G* calculation. The conformations of a merocyanine produced from the spiropyran upon UV irradiation were also determined by the same method.