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Iptycene
An iptycene is an aromatic compound composed of varying number of arene subunits bound to a bridged bicyclo-octatriene core structure. They are formally derivatives of barrelene. The first and simplest iptycene molecule is triptycene. The first iptycene was reported in 1931 by Erich Clar Erich Clar (23 August 1902 in Hřensko – 27 March 1987 in Estepona) was an Austrian organic chemist who studied polycyclic aromatic hydrocarbon chemistry. He is considered as the father of that field. In 1941, he authored "Aromatische Kohlenwasser .... Paul Bartlett's research group developed Clar's method and made the first triptycene. Following Bertlett's work on triptycene, Hart et al., with acknowledgement to Professor Joel F. Liebman, proposed the trivial name ''iptycene'' for this class of molecules. References Polycyclic aromatic hydrocarbons {{aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Erich Clar
Erich Clar (23 August 1902 in Hřensko – 27 March 1987 in Estepona) was an Austrian organic chemist who studied polycyclic aromatic hydrocarbon chemistry. He is considered as the father of that field. In 1941, he authored "Aromatische Kohlenwasserstoffe" (Springer-Verlag) and in 1964 the greatly expanded two-volume ''Polycyclic Hydrocarbons'', which described the syntheses, properties, and UV-visible absorption spectra of hundreds of PAHs. He discovered the Clar reaction of the cyclic ketone perinaphthenone to form dibenzo d,lmerylene in a 400 C melt of zinc dust, zinc (II) chloride, and sodium chloride. He created the Sextet Theory, now eponymously called ''Clar's rule'', to describe the behavior of polycyclic aromatic hydrocarbon isomers. This was described in his book ''The Aromatic Sextet''. He was awarded the August Kekulé Medal by the Chemical Society of the GDR in 1965, the highest award given by that society to foreign scientists, and the first Polycyclic Aromatic Hydroc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Barrelene
Barrelene is a bicyclic organic compound with chemical formula C8H8 and systematic name bicyclo .2.2cta-2,5,7-triene. First synthesized and described by Howard Zimmerman in 1960, the name derives from the resemblance to a barrel, with the staves being three ethylene units attached to two methine groups. It is the formal Diels–Alder adduct of benzene and acetylene. Due to its unusual molecular geometry, the compound is of considerable interest to theoretical chemists. Iptycenes, with the alkene groups part of an arenes, are related compounds. It is also a starting material for many other organic compounds, such as semibullvalene. The original Zimmerman, synthesis modified in 1969, starts from coumalic acid: : Many alternative routes have been devised since then, one of them starting from benzene oxide: : An alternate route that allows synthesis of the parent barrelene system and a variety of substituted barrelenes has also been reported Barrelene reactions Barrelene ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triptycene
Triptycene is an aromatic hydrocarbon, the simplest iptycene molecule with the formula C2H2(C6H4)3. It is a white solid that is soluble in organic solvents. The compound has a paddle-wheel configuration with D3h symmetry. It is named after the medieval three-piece art panel, the triptych. Several substituted triptycenes are known. Barrelenes are structurally related. Due to the rigid framework and three-dimensional geometry, derivatives of triptycene have been well researched. Synthesis The parent triptycene was first prepared in 1942 by a multistep method. It can also be prepared in one step in 28% yield from the Diels–Alder reaction of anthracene and benzyne. In this method, benzyne is generated by the reaction of magnesium and 2-bromofluorobenzene. Derivatives and applications The hydrocarbon framework is very rigid and triptycene derivatives such as triptycene quinones are therefore incorporated in many organic compounds as a molecular scaffold for various applicatio ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aromatic Hydrocarbon
Aromatic compounds, also known as "mono- and polycyclic aromatic hydrocarbons", are organic compounds containing one or more aromatic rings. The parent member of aromatic compounds is benzene. The word "aromatic" originates from the past grouping of molecules based on smell, before their general chemical properties are understood. The current definition of aromatic compounds does not have any relation with their smell. Heteroarenes are closely related, since at least one carbon atom of CH group is replaced by one of the heteroatoms oxygen, nitrogen, or sulfur. Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one nitrogen atom. Hydrocarbons without an aromatic ring are called aliphatic. Benzene ring model Benzene, C6H6, is the least complex aromatic hydrocarbon, and it was the first one named as such ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bicyclic Molecule
In chemistry, a bicyclic molecule () is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic (all of the ring atoms are carbons), or heterocyclic (the rings' atoms consist of at least two elements), like DABCO. Moreover, the two rings can both be aliphatic (''e.g.'' decalin and norbornane), or can be aromatic (''e.g.'' naphthalene), or a combination of aliphatic and aromatic (''e.g.'' tetralin). Three modes of ring junction are possible for a bicyclic compound: * In spirocyclic compounds, the two rings share only one single atom, the spiro atom, which is usually a quaternary carbon. An example of a spirocyclic compound is the photochromic switch spiropyran. * In fused/condensed bicyclic compounds, two rings share two adjacent atoms. In other words, the rings share one covalent bond, ''i.e.'' the so-called bridgehead atoms are direc ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Triptycene
Triptycene is an aromatic hydrocarbon, the simplest iptycene molecule with the formula C2H2(C6H4)3. It is a white solid that is soluble in organic solvents. The compound has a paddle-wheel configuration with D3h symmetry. It is named after the medieval three-piece art panel, the triptych. Several substituted triptycenes are known. Barrelenes are structurally related. Due to the rigid framework and three-dimensional geometry, derivatives of triptycene have been well researched. Synthesis The parent triptycene was first prepared in 1942 by a multistep method. It can also be prepared in one step in 28% yield from the Diels–Alder reaction of anthracene and benzyne. In this method, benzyne is generated by the reaction of magnesium and 2-bromofluorobenzene. Derivatives and applications The hydrocarbon framework is very rigid and triptycene derivatives such as triptycene quinones are therefore incorporated in many organic compounds as a molecular scaffold for various applicatio ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Springer Science & Business Media
Springer Science+Business Media, commonly known as Springer, is a German multinational publishing company of books, e-books and peer-reviewed journals in science, humanities, technical and medical (STM) publishing. Originally founded in 1842 in Berlin, it expanded internationally in the 1960s, and through mergers in the 1990s and a sale to venture capitalists it fused with Wolters Kluwer and eventually became part of Springer Nature in 2015. Springer has major offices in Berlin, Heidelberg, Dordrecht, and New York City. History Julius Springer founded Springer-Verlag in Berlin in 1842 and his son Ferdinand Springer grew it from a small firm of 4 employees into Germany's then second largest academic publisher with 65 staff in 1872.Chronology ". Springer Science+Business Media. In 1964, Springer expanded its business internationa ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Berichte Der Deutschen Chemischen Gesellschaft
''Chemische Berichte'' (usually abbreviated as ''Ber.'' or ''Chem. Ber.'') was a German-language scientific journal of all disciplines of chemistry founded in 1868. It was one of the oldest scientific journals in chemistry, until it merged with ''Recueil des Travaux Chimiques des Pays-Bas'' to form ''Chemische Berichte/Recueil'' in 1997. ''Chemische Berichte/Recueil'' was then merged with other European journals in 1998 to form ''European Journal of Inorganic Chemistry''. History Founded in 1868 as ''Berichte der Deutschen Chemischen Gesellschaft'' (, CODEN BDCGAS), it operated under this title until 1928 (Vol. 61). The journal was then split into: * ''Berichte der Deutschen Chemischen Gesellschaft, A: Vereins-Nachrichten'' (, CODEN BDCAAS), and * ''Berichte der Deutschen Chemischen Gesellschaft, B: Abhandlungen'' (, CODEN BDCBAD). Vol. 78 and 79 (1945–1946) were omitted and not published due to World War II. The journal was renamed ''Chemische Berichte'' (, CODEN CHBEAM) in 19 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Paul Doughty Bartlett
Paul Doughty Bartlett (August 14, 1907 – October 11, 1997) was an American chemist. Bartlett was born in Ann Arbor, Michigan and grew up in Indianapolis. He received his B.A. from Amherst College in 1928. After his graduation from Harvard with James Bryant Conant, Bartlett worked at the Rockefeller Institute and the University of Minnesota. Most of his career was spent at Harvard. Among other achievements, Bartlett was co-author with Lawrence H. Knox of a classic paper on organic reaction mechanisms. After his retirement in 1972, he started his second career at Texas Christian University. He was elected a Fellow of the American Academy of Arts and Sciences in 1946 and the United States National Academy of Sciences in 1947. He was awarded the Willard Gibbs Award in 1963, National Medal of Science in 1968, and the John Price Wetherill Medal in 1970. In 1969, Paul Doughty Bartlett was elected as member of the German Academy of Sciences Leopoldina. He was elected to the America ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
