Dicyclopentadiene derivative

At variance with homohypostrophene, the related hypostrophene (42) reacts with bromine or with A-bromosuccinimide in wet dimethyl sulfoxide to give products arising from an extensive structural rearrangement, i.e. the ewrfo-dicyclopentadiene derivatives... 

When the results obtained from the oxygen-containing pulses are reconsidered in the light of this new observation, it appears that the first and the second maxima seen in the maleic anhydride and methyl maleic anhydride signals could be due to the formation of the two anhydrides from a dicyclopentadiene derivatives and from ring opening the dealkylation of phthalic anhydride, respectively. 

Me3SiO>2Si(Me) derivatives of methano-lH-indenes give dicyclopentadiene derivatives and... 

Naturally Occurring Fused Cyclopratanoids.—Once again, a great deal of effort has been expended in this area. In a new approach to ( )-coriolin A, the dicyclopentadiene-derived ketone (99) was converted into the alcohol (1(X)) (Scheme 10). Ozonization and reductive work-up then gave the aldehyde (101),... 

The first resins to be produced on a commercial scale were the coumarone—indene or coal-tar resins (1) production in the United States was started before 1920. These resins were dominant until the development of petroleum resins, which were estabHshed as important raw materials by the mid-1940s. Continued development of petroleum-based resins has led to a wide variety of aHphatic, cyclodiene, and aromatic hydrocarbon-based resins. The principal components of petroleum resins are based on piperylenes, dicyclopentadiene (DCPD), styrene, indene, and their respective alkylated derivatives. 

Novel polyester compositions have also been derived from dicyclopentadiene [77-73-6] (DCPD), which can enter into two distinct reactions with maleic anhydride to modify properties for lower cost. These compositions have effectively displaced o-phthaUc resins in marine and bathtub laminating apphcations. 

Ring-Opening Metathesis Polymerization. Several new titanacyclobutanes have been shown to initiate living ring-opening metathesis polymerization (ROMP) systems. These have been used to make diblock and triblock copolymers of norbomene [498-66-8] (N) and its derivatives (eg, dicyclopentadiene [77-73-6] (D)) (Fig. 2) (41). 

In an analogous manner, DCPD reacts with alcohols and phenols to form ether derivatives, and with halogen acids, thiocyanic acid, and various carboxyhc acids to form esters. These esters are used as perfume components (67). Dicyclopentadiene alcohol and a number of the ethers, esters, and glycol adducts have been claimed as coal and ore flotation aids (68). 

The highly aromatic resins are often used as coumarone/indene resin substitutes. A range of soft aromatic resins is available, produced from the alkylation of xylene and other aromatic hydrocarbons with dicyclopentadiene. These are excellent softeners for a wide range of rubbers. In common with other aromatic materials derived from petroleum sources, some of the resins used within the rubber industry are deemed to be carcinogenic. 

The 1,3-dipolar cycloaddition reactions of nitrile oxides to unsymmetrically substituted norbomenes (243) and to dicyclopentadiene and its derivatives (244) proceed with complete stereoselectivity. The approach of the dipole takes place exclusively from the exo-face of the bicycloheptane moiety, generally... 

Hydrocarbon resins comprise a range of low-molecular-weight products (M < 3000) used as adhesives, hot-melt coatings, tackifying agents, inks, and additives in rubber. These include products based on monomers derived from petroleum as well as plant sources. The petroleum-derived products include polymers produced from various alkenes, isoprene, piperylene, styrene, a-methylstyrene, vinyltuolene, and dicyclopentadiene. The plant-derived products include polyterpenes obtained by the polymerization of dipentene, limonene,... 

Ito s regio- and stereoselective total synthesis relied on dicyclopentadiene as starting material The derived ketone 755 was cleaved to provide 756 which was crafted into 757 (Scheme LXXXV). FoUowing reduction of the carbomethoxy group, conversion to iodo ketone 758 was realked with trimethylsilyl iodide. Reaction of 758 with DBU resulted chiefly in conversion to 752 which was transformed into silphinene essentially as described above. 

Chelate complexes of the type [PdX2(diene)] (X = Cl, Br) are readily formed by the dienes hexa-1,5-diene (124), bicyclo 2,2,lJhepta-2,5-diene (1, 7) tricyclo[4,2,2,0]-deca-triene and -diene derivatives (10), cyclo-octa-1,5-diene and dicyclopentadiene, but not dipentene (43). These may be converted to complexes of the types [Pd2X2(dieneOR)2] and [PdCl(dieneOR)-(amine)] (R = alkyl) (43), and their properties indicate that they have similar structures to the platinum complexes (XXXI) and (XXXIII). 

K. Obuchi, M. Tokoro, T. Suzuki, H. Tanisho, and K. Otoi, Thermoplastic dicyclopentadiene-base open-ring polymers, hydrogenated derivatives thereof, and processes for the preparation of both, US Patent 6511 756, assigned to Nippon Zeon Co., Ltd. (Tokyo, JP), January 28, 2003. 

Nonconjugated dienes and polyenes have triplet photochemistry which may be considered to arise from intramolecular interaction of one excited double bond with an isolated ground-state double bond. For example, the photocyclization of enrfo-dicyclopentadiene can be effected using acetone as a sensitizer.286 Other more flexible 1,5-dienes, when sensitized to triplet states, cross couple to yield bicyclo[2.1.1]-hexane structures. For instance, triplet mercury atoms convert both 1,5-hexadiene and 1,5-cyclooctadiene to such structures.267 Irradiation of the cyclooctadiene in the presence of cuprous chloride produces the tricyclo derivative in good yield266 but recent evidence again indicates that this latter reaction may proceed via free-radical intermediates.269... 

The first structure type to be established for a hexadiene radical cation was one in which cleavage is achieved without bonding, i.e. a representative of the dissociative mechanism. Dicyclopentadiene and several derivatives can be oxidized to radical cations (137) in which one of the bonds linking the monomer units is cleaved. The unique spin density distribution of 137 is reflected in an unmistakable polarization pattern [386-389]. 

Arene)(e/ido-dicyclopentadiene)M(0) complexes [M = Ru (211), Os (212)] are prepared by reduction of lc or Id with 2-propanol and Na2C03 in the presence of dicyclopentadiene (Scheme 15). Protonation of derivatives 211 and 212 with HPF6 leads to cations 213 and 214 which are stabilized by an agostic C—H—M bond, as shown by the X-ray structure of the osmium species (214). The cations 213 and 214 react with CN(t-Bu) to give complexes of type 215 in which the agostic C—H—M is no longer observed (102). 

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