New synthesis of porphyrins containing a cyclopentane ring

Journal Article · Mon Feb 01 04:00:00 EST 1982 · Dokl. Chem. (Engl. Transl.); (United States)

OSTI ID:5288252

Ponomarev, G V; Shul'ga, A M; Suboch, V P

Prophyrines containing the isocyclic cyclopentane ring, known as the M-2 series, are widely distributed in crude oils, shale oils, and other materials. Their origin is obscure, although data have appeared indicating that they are most probably the degradation products of chlorophyll A. The synthesis of model porphyrins is a complex multistep chemical problem and usually proceeds with low yields. Traces of such compounds have been detected during the thermal decomposition of meso-dimethylaminomethylporphyrins. In a study of the mass spectra of the Schiff bases of meso-formylporphyrins of general formula I (where R is Me or Et; R' is alkyl or substituted alkyl; and M is 2H, Cu or Ni), we discovered that two fragments: (a) (M-NR')/sup +/. and (b) (M-NH/sub 2/R')..sigma... are most characteristic and intense. By metastable-ion mass spectrometry (DADI) we established that fragment (a) is an impurity and does not arise from the molecular ion. It seems to be a product of the thermal decomposition of the starting porphyrin when it is heated in the ion source, and is possibly a porphyrin that contains a vinyl ring or an additional ring. The present work is devoted to establishing the structure of the thermolysis products of the Schiff bases of the mesoformlyporphyrins.

• OSTI ID: 5288252
• Journal Information: Dokl. Chem. (Engl. Transl.); (United States), Journal Name: Dokl. Chem. (Engl. Transl.); (United States) Vol. 259:4-6; ISSN DKCHA
• Country of Publication: United States
• Language: English

Related Subjects

02 PETROLEUM
023000 -- Petroleum-- Properties & Composition
04 OIL SHALES AND TAR SANDS
040500 -- Oil Shales & Tar Sands-- Properties & Composition
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ALKANES
BITUMINOUS MATERIALS
CARBONACEOUS MATERIALS
CARBOXYLIC ACIDS
CHEMICAL PREPARATION
CYCLOALKANES
DATA
ENERGY SOURCES
EXPERIMENTAL DATA
FOSSIL FUELS
FUELS
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HIGH TEMPERATURE
HYDROCARBONS
IMINES
INFORMATION
MASS SPECTRA
MATERIALS
NUMERICAL DATA
OIL SHALES
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PENTANE
PETROLEUM
PORPHYRINS
SCHIFF BASES
SPECTRA
STEREOCHEMISTRY
SYNTHESIS
THERMAL DEGRADATION
YIELDS