Effect of the nature of the heteroatoms at the spiro unit ofindoline spiropyrans on their structure and photochemical characteristics

Journal Article · Mon Sep 01 00:00:00 EDT 1986 · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)

DOI:https://doi.org/10.1007/BF00953219· OSTI ID:6870747

Aldoshin, S M

In order to determine the effect of the nature of the heteroatom at the spiro unit on the structure and photochemical characteristics of indoline spiropyrans, the authors examined the results from x-ray crystallographic and photochemical investigation of 1'-phenyl-3',3'-dimethyl-6-nitrospiro STP (I), in which the oxygen atom in the benzopyran fragment is substituted by a sulfur atom. The structure was determined by the direct method and refined by full-matrix least-squares treatment in anisotropic approximation by means of the Rentgen-75 set of programs. The atomic coordinates and bond lengths and bond angles are given in tables, and the general appearance of the molecule is shown. It was shown that the C spiro-S bond which is cleaved in the spirothiopyrans during photoexcitation, like the C /SUB spiro/ -O bond in spiropyrans, is elongated and is the weakest in the molecule. In contrast to the C /SUB spiro/ -O bond of the spiropyrans, the elongation of the C /SUB spiro/ -S bond in the spirothiopyrans is due to not to specific orbital interactions but to steric strains in the molecule.

• Research Organization: Institute of Chemical Physics, Chernogolovka
• OSTI ID: 6870747
• Journal Information: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Vol. 35:3
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
INDOLES
PHOTOELECTRIC EFFECT
PYRANS
ABSORPTION SPECTRA
BOND ANGLE
BOND LENGTHS
CHEMICAL BONDS
CONFIGURATION INTERACTION
CRYSTALLIZATION
ELECTRON TRANSFER
ELECTRONIC STRUCTURE
LATTICE VIBRATIONS
PHOTOCHEMICAL REACTIONS
PHOTOCHROMIC MATERIALS
X-RAY DIFFRACTION
AROMATICS
AZAARENES
AZOLES
CHEMICAL REACTIONS
COHERENT SCATTERING
DIFFRACTION
DIMENSIONS
HETEROCYCLIC COMPOUNDS
LENGTH
MATERIALS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PHASE TRANSFORMATIONS
PHOTOELECTROMAGNETIC EFFECTS
PYRROLES
SCATTERING
SPECTRA
360603* - Materials- Properties
360602 - Other Materials- Structure & Phase Studies
400500 - Photochemistry