Acenaphthene derivative

The Sankyo company have shown that conformational restriction of the arylacetamide fragment of the Zambeletti/Glaxo series as in the indane derivative (49) preserves kappa selectivity (kappa A) = 0.67 nM, mu K, = 698 nM, mouse phenylquinone-induced writhing ED50 = 1.3 mg/kg s.c.) [72]. This aromatic group contains two of the rings found in the acenaphthene derivatives (26, 27) described above. 

More highly stabilized l,8-bis(diarylmethyl)naphthalene dications have been prepared, including the p -methoxyphenyl derivative 53.20 This dication is generated from ionization of the diol in HBF4 and (CF3CO)2O.20a Dication 53 has been characterized by experimental studies (single crystal X-ray analysis and NMR) and theoretical calculations. The carbenium ion centers are found to be separated by just 3.076 A (X-ray and ab initio results) and show 13C NMR resonances at A3C 191.8. Two electron reduction is also shown to give the acenaphthene derivative 54. 

Treatment of acenaphthene derivative 693 with elemental sulfur produces an isomeric mixture of dicyclopen-tathienodiphenalenes 694, 695, and 696 (Equation 41) <2004AGE6474>. 

When the enediyne substrate has functional groups that can trap the initially formed Bergman diradical, the rapid construction of complex fused ring systems becomes feasible. J.E. Anthony and co-workers prepared an acenaphthene derivative as well as a substituted perylene using this concept. " ... 

In Table 7 (Section III., 2, Nos. 28—34) we have listed some fluoranthenes. They were synthesized starting from the corresponding acenaphthene derivatives, constructing the benzene ring as shown here by formulas ... 

Jellimann. C.. Mathe-Allainmat. M.. Andrieux, J., Kloubert, S., Boutin, J.A., Nicolas, J.-P., Bennejean, C.. Delagrange, P., and Langlois. M., Synthesis of phenalene and acenaphthene derivatives as new conformationally restricted ligands for melatonin receptors, J. Med. Chem., 43, 4051, 2000. 

This bisfnaphthalic anhydride) was prepared from acenaphthene derivative-4,4 -diacenaphthyl sulfone, which was synthesized by the interaction of acenaphthene with a mixture of dimethybulfate and sulfuric anhydride [94] or chlorosulfonic acid [95]. Sulfone-bis-(4,5-dicarboxynaphthyl l) dianhydride results from oxidation of bis-acenaphthyl with potassium permanganate in pyridine [94] ... 

Acenaphthene derivative (146) behaves somewhat differently, with the M-42 fragment prominent, but no M-54 fragment reported loss of CHO represents the base peak for this compound <84IJC(B)1289>. Monocyclic 5,6,7,8-tetrahydrodioxocins also appear to fragment with cleavage of... 

Isoxazoline-fused derivatives (141) absorb at ca. 285 nm this absorption appears to be localized in the isoxazoline moiety <88CCC1060>. Acenaphthene derivative (146) absorbs at 340 (3.66), 315 (3.68), and 250 (4.08) nm, while monocyclic tetrahydrodioxocin (137) displays bands shifted further into the ultraviolet, at 260 (5.51) and 222 (5.33) nm <84IJC(B)1289>. The intensities of the latter absorptions, an order of magnitude higher than those of the corresponding benzo derivatives, appear curious. 

Acenaphthene-derived anti aldol reactions with respective aldehydes. 

Naphthalimides are prepared from naphthaUc anhydride obtained from naphthalene-1,8-dicarboxyhc acid, ie, the oxidation product of acenaphthene or its derivatives, by reaction with amines. They are utilized for synthetic fibers such as polyesters. 

The naphthalimide 11.23 is manufactured from acenaphthene by sulphonation, oxidation to the naphthalic anhydride derivative and conversion to 4-methoxy-N-methylnaphthal-imide as outlined in Scheme 11.14. 

Since their commercial introduction during the 1940s as components of proprietary detergents and laundry preparations, these products have found extensive usage in the whitening of paper and textile materials. Disperse FBAs are available for whitening hydrophobic fibres and solvent-soluble FBAs impart fluorescence to oils, paints, varnishes and waxes. Approximately 75% of commercially established FBAs are stilbene derivatives with inherent substantivity for paper and cellulosic textiles, but the remainder come from about twenty different chemical classes. These include aminocoumarins (6%), naphthalimides (3%), pyrazoles and pyrazolines (each about 2%), acenaphthenes, benzidine sulphones, stilbene-naphthotriazoles, thiazoles and xanthenes (each about 1%). FBAs of these and other chemical types are discussed in detail in Chapter 11 of Volume 2. 

Kotula, 1. and Marciniak, B. Solubilities of naphthalene and acenaphthene in chloro derivative solvents, J. Chem. Eng. Data, 46(4) 783-787, 2001. 

Seventeen priority pollutant compounds can be classified as polynuclear aromatics (PNA). These compounds consist of two or more benzene rings that share a pair of carbon atoms. They are all derived from coal tar, with naphthalene being the largest constituent. Naphthalene derivatives such as alpha-naphthylamine and alpha-naphthol are used in some pesticide processes therefore, naphthalene is by far the most prevalent PNA priority pollutant in the industry. Acenaphthene, anthracene, fluorene, fluoranthene, and phenathrene are found as raw material impurities. Acenaphthene is found in one pesticide process as a raw material. The remaining ten PNAs are not suspected to be present in pesticide processes. 

Acenaphthene, Diazido Derivative, (Ns)a Cla H, not found in Beil or CA through 1956... 

Azidoocenaphthene. See under Acenaphthene and Derivatives, p A12 Azidoaeetaldehyde. See under Acetaldehyde and Derivatives, p A15 Azjdoocetamide. See under Acetamide and Derivatives, p A16... 

Wichmann, J., Adam, G., Rover, S., Cesura, A.M., Dautzenberg, F.M., Jenck, F. 8-Acenaphthen-1-yi-1-phenyl-1,3,8-triazasdpiro[4.5]decan-4-one derivatives as orphanin FQ receptor agonists, Bioorg. Med. Chem. Lett. 1999, 9, 2343-2348. 

Acenaphthene and derivs 1 A12-A13 acenaphthene-4-diazonium chloroaurate 1 A12 acenaphthene picrate 1 A13 nitroacenaphthenes 1 A13—A14... 

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