20020-02-4Relevant articles and documents
Howard,Gilbert
, p. 2685 (1962)
Perchlorotriphenylene: A Compound with Severe Molecular Twisting?
Campbell, M. C.,Humphries, R. E.,Munn, N. M.
, p. 641 - 644 (1992)
Perchlorotriphenylene has been reported several times in the literature.However, there is inconclusive evidence that this compound has actually been prepared.Severe molecular twisting to relieve steric interactions of "ortho" chlorines may preclude any stable existence.The compound is discussed in context with other severely twisted molecules, and methods are proposed for its synthesis.
Kricka,Vernon
, p. 942 (1971)
Access to polysubstituted naphthalenes and anthracenes via a retro-Diels–Alder reaction
Akin, Esra Turan,Erdogan, Musa,Dastan, Arif,Saracoglu, Nurullah
supporting information, p. 5537 - 5546 (2017/08/22)
Naphthalene and anthracene nuclei are present in several natural and synthetic compounds. Due to their unique physical and chemical properties, access to functionalized naphthalenes and anthracenes has attracted the attention of both synthetic and medicinal chemists over the decades. In this study, successive Diels–Alder/retro-Diels–Alder reactions of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate with various bicyclic alkenes in one pot to yield naphthalene and anthracene derivatives are reported. Using anti- and syn-cyclotrimers derived from the cyclotrimerization of benzobarrelene as alkene partner enabled efficient synthesis of trinaphthylene.
Natural formation of chlorinated phenols, dibenzo-p-dioxins, and dibenzofurans in soil of a Douglas fir forest
Hoekstra, Eddo J.,De Weerd, Henk,De Leer, Ed W. B.,Brinkman, Udo A.Th.
, p. 2543 - 2549 (2007/10/03)
The natural formation of 4-MCP, 24/25- and 26-DCP, and 245-TrCP was detected in four selected areas of a rural Douglas fir forest where the humic layer was spiked in situ with a solution of Na37Cl and covered by an enclosure, after 1 year of incubation. Chlorinated phenols (CP) can be formed naturally from organic matter and inorganic chloride by either de novo synthesis or chloroperoxidase (CPO)-catalyzed chlorination. The natural CP congeners were found to be present in high concentrations in soil compared to the other congeners, except for 245-TrCP which was present in a relatively low concentration. This study did not reveal which source, natural or anthropogenic, caused the observed concentrations. Some 20 chlorinated dibenzo-p-dioxins and dibenzofurans (CDD/F) were found to be formed naturally in soil of the Douglas fir forest; the formation of three 2,3,7,8-substituted congeners, 2378-TeCDD, 12378-PeCDD, and 123789-HxCDD, deserves special attention. A formation mechanism has been proposed which starts from naturally formed CP congeners and which probably involves peroxidase mediation. Chlorination of CDD/F congeners by the CPO-mediated reaction cannot be ruled out, but seems to be less likely due to the absence of several predicted congeners. The natural formation of 4-MCP, 24/25- and 26-DCP, and 245-TrCP was detected in four selected areas of a rural Douglas fir forest where the humic layer was spiked in situ with a solution of Na37Cl and covered by an enclosure, after 1 year of incubation. Chlorinated phenols (CP) can be formed naturally from organic matter and inorganic chloride by either de novo synthesis or chloroperoxidase (CPO)-catalyzed chlorination. The natural CP congeners were found to be present in high concentrations in soil compared to the other congeners, except for 245-TrCP which was present in a relatively low concentration. This study did not reveal which source, natural or anthropogenic, caused the observed concentrations. Some 20 chlorinated dibenzo-p-dioxins and dibenzofurans (CDD/F) were found to be formed naturally in soil of the Douglas fir forest; the formation of three 2,3,7,8-substituted congeners, 2378-TeCDD, 12378-PeCDD, and 123789-HxCDD, deserves special attention. A formation mechanism has been proposed which starts from naturally formed CP congeners and which probably involves peroxidase mediation. Chlorination of CDD/F congeners by the CPO-mediated reaction cannot be ruled out, but seems to be less likely due to the absence of several predicted congeners.
The synthesis and assay of radiolabelled benzene derivatives
Hales, Neil J.,Heaney, Harry,Hollinshead, John H.,Ley, Steven V.
, p. 7741 - 7754 (2007/10/02)
Several new syntheses of 1- and 4-[14C]anisole have been investigated and routes from [14C]cyanide and from 2-[14C]acetone are described which are better than those previously reported. The key step in one of the syntheses was catalytic dehydrogenation of 1-[14C]cyclohexanone to 1-[14C]phenol. Degradation of 5,6,7,8-tetrachloro-3,4-dihydro-1,4-etheno-[14C]naphthalen-2-(1H)-on e (10) prepared from [14C]anisole and tetrachlorobenzene has shown that the key step had proceeded without scrambling of the label.
