X-ray structural studies on organobromine and organochlorine compounds
The structures of nine organic compounds containing bromine or chlorine were studied by single crystal X-ray diffraction. The compounds belong to two different classes of halogenated organics. Three of the compounds were polybrominated polycyclic ethers formed through transannular reactions during the treatment of two isomers of cyclododeca-1,5,9-triene with N-bromosuccinimide in methanol. These compounds were endo,endo-5,9-dibromo-cis-transoidcis-13-oxa-tricyclo[8.2.l.02.6]tridecane (I), endo,endo,exo-2,6,10-tribromo-exo-5-methoxy-13-oxa-trans-bicyclo[7.3.1]tridecane (II) and (E)-exo,endo-2,5,10-
tribromo-exo-6-methoxy-13-oxa-cis-bicyclo[7.3.1]tridec-4-ene (III). The remaining six compounds were polychlorinatied aromatics used as model compounds in environmental analyses: 1,2,3,4-tetrachlorodibenzo-p-dioxin (IV), pentachloromethoxy benzene (V), 2,2',3,4',5'-pentachloro-4-methoxybiphenyl (VI), 2,2',4,4',5',6-hexachloro-3-methoxybiphenyl (VII), bis(2,4-dichlorophenyl) ether (VIII) and 2,2',3,4,4',5'-hexachlorodiphenyl ether (IX).
All structures were solved by Direct Methods, but the procedure used for the three brominated polycyclic ethers differed from the normal one. These compounds were taken for structure analysis directly from the synthesis, with no other information available about their chemical composition except that provided by the synthesis. A qualitative procedure for estimating the chemical composition from experimental crystallographic data and information about the synthesis is described and is applied as an expedient to structure solution for the three compositionally indeterminate polycyclic bromo compounds.
...
ISBN
978-952-86-0103-6Contains publications
- Artikkeli I: Rissanen, K., Valkonen, J., & Haufe, G. (1987). endo,endo-5,9-Dibromo-cis-transoid-cis-13-oxatricyclo-[8.2.1.02,6]tridecane. Acta Crystallographica, C43(10), 1961-1964. DOI: 10.1107/S0108270187089455
- Artikkeli II: Rissanen, K. & Haufe, G. (1988). endo,endo,exo-2,6, 1 0-Tribromo-exo-5-methoxy-l 3-oxa-trans-bicyclo[7.3. l]tridecane. Acta Crystallica, C44, 1803-1805. DOI: 10.1107/S0108270188007012
- Artikkeli III: Rissanen, K. & Haufe, G. (1989). ( E)-exo ,endo-2,5,1 0-Tribromo-exo-6-methoxy-13-oxa-cis-bicyclo[7 .3.1 ]tridec-4-ene. Acta Crystallica, C45, 1617-1619. DOI: 10.1107/S0108270189003252
- Artikkeli IV: Rissanen, K., Valkonen, J., & Tarhanen, J. (1987). 1,2,3,4-Tetrachlorodi-benzo-p-dioxin. Acta Crystallographica, C43(3), 488-490. DOI: 10.1107/S0108270187095283
- Artikkeli V: Rissanen, K., Valkonen, J., & Knuutinen, J. (1987). Conformational Effects in Methoxybenzenes Caused by Ortho Disubstitution. I. Pentachloro-methoxybenzene. Acta Crystallographica, C43, 1966-1968. DOI: 10.1107/S0108270187089431
- Artikkeli VI: Rissanen, K., Valkonen, J. and Mannila, B. (1988). Structures of Chlorinated Methoxybiphenyls. I. 2,2',3,4',5' -Pentachloro-4-methoxybiphenyl. Acta Crystallica, C44, 682-684. DOI: 10.1107/S0108270187011521
- Artikkeli VII: Rissanen, K., Valkonen, J. and Mannila, B. (1988). Structures of Chlorinated Methoxybiphenyls. II. 2,2' ,4,4' ,5' ,6-Hexachloro-3-methoxybiphenyl. Acta Cryst., C44, 684-686. DOI: 10.1107/S0108270187011533
- Artikkeli VIII: Rissanen, K., Valkonen, J. and Virkki, L. (1988). Bis(2,4-dichlorophenyl) Ether. Acta Cryst., C44, 1644-1646. DOI: 10.1107/S0108270188005839
- Artikkeli IX: Rissanen, K. and Virkki, L. (1989). 2,2' ,3,4,4' ,5' -Hexachlorodiphenyl Ether. Acta Cryst., C45, 1408-1410, DOI: 10.1107/S0108270189001368
Metadata
Show full item recordCollections
- Väitöskirjat [3546]
License
Related items
Showing items with similar title or keywords.
-
Mussel incubation method for monitoring organochlorine compounds in freshwater recipients of pulp and paper industry
Herve, Sirpa (1991)A biological method based on bioaccumulation and using incubated lake mussels (Anodonta piscinalis) was developed and applied for monitoring organic chlorocompounds originating especially from pulp and paper industry and ... -
Formation, Structural Characterization, and Calculated NMR Chemical Shifts of Selenium-Nitrogen Compounds from SeCl4 and ArNHLi (Ar = supermesityl, mesityl)
Maaninen, Tiina; Tuononen, Heikki; Kosunen, Katja; Oilunkaniemi, Raija; Hiitola, Johanna; Laitinen, Risto; Chivers, Tristram (Wiley, 2004)Supermesityl selenium diimide [Se{N(C6H2 tBu3-2,4,6)}2; Se{N(mes*)}2] can be prepared in a good yield from the reaction of SeCl4 and (mes*)NHLi. The molecule adopts an unprecedented anti,anti-conformation, as deduced ... -
[3+2] Cycloaddition Reaction for the Stereoselective Synthesis of a New Spirooxindole Compound Grafted Imidazo[2,1-b]thiazole Scaffold : Crystal Structure and Computational Study
Altowyan, Mezna Saleh; Soliman, Saied M.; Haukka, Matti; Al-Shaalan, Nora Hamad; Alkharboush, Aminah A.; Barakat, Assem (MDPI, 2022)A new spirooxindole hybrid engrafted imidazo[2,1-b]thiazole core structure was designed and achieved via [3+2] cycloaddition reaction approach. One multi-component reaction between the ethylene derivative based ... -
Self-assembly, crystal structure, computational studies, optical investigation, magnetic and biological properties of novel compounds based on methoxyphenyl piperazinium ligand
Makhlouf, Jawher; El Bakri, Youness; Saravanan, Kandasamy; Valkonen, Arto; Gomez Garcia, Carlos, J.; Smirani Sta, Wajda (Elsevier BV, 2023)Two novel methoxyphenyl-based piperazine compounds have been investigated. The crystal structures of [C11H18N2O][Co(SCN)4] (1) and [(C11H18N2O)4]Cl8.7H2O (2) have been determined using single crystal X-ray crystallography. ... -
Uranium(iv) cyclobutadienyl sandwich compounds : synthesis, structure and chemical bonding
Tsoureas, Nikolaos; Mansikkamäki, Akseli; Layfield, Richard A. (Royal Society of Chemistry, 2020)The 1 : 1 reactions of uranium(IV) tetrakis(borohydride) with the sodium and potassium salts of the cyclobutadienyl anion [C4(SiMe3)4]2− (Cb′′′′) produce the half-sandwich complexes [Na(12-crown-4)2][U(η4-Cb′′′′)(BH4)3] ...