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Title New synthesis of porphyrins containing a cyclopentane ring
Creator/Author Ponomarev, G.V. ; Shul`ga, A.M. ; Suboch, V.P.
Publication Date1982 Feb 01
OSTI IdentifierOSTI ID: 5288252
Other Number(s)CODEN: DKCHA
Resource TypeJournal Article
Resource RelationDokl. Chem. (Engl. Transl.) ; Vol/Issue: 259:4-6; Translated from Dokl. Akad. Nauk SSR; 259: No.5, 1121-1123(Aug 1981)
Subject400301 -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987) ;040500 -- Oil Shales & Tar Sands-- Properties & Composition ;023000 -- Petroleum-- Properties & Composition; ;PORPHYRINS-- CHEMICAL PREPARATION; CYCLOALKANES;EXPERIMENTAL DATA;HIGH TEMPERATURE;MASS SPECTRA;OIL SHALES;PENTANE;PETROLEUM;SCHIFF BASES;STEREOCHEMISTRY;THERMAL DEGRADATION;YIELDS
Related SubjectALKANES;BITUMINOUS MATERIALS;CARBONACEOUS MATERIALS;CARBOXYLIC ACIDS;DATA;ENERGY SOURCES;FOSSIL FUELS;FUELS;HETEROCYCLIC ACIDS;HETEROCYCLIC COMPOUNDS;HYDROCARBONS;IMINES;INFORMATION;MATERIALS;NUMERICAL DATA;ORGANIC ACIDS;ORGANIC COMPOUNDS;ORGANIC NITROGEN COMPOUNDS;SPECTRA;SYNTHESIS
Description/Abstract 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.
Country of PublicationUnited States
LanguageEnglish
FormatPages: 381-385
System Entry Date2001 May 13

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