2.2- diphenyl-4-hexen

Intramolecular alkoxymetalation of alkenes is one of the efficient methods to prepare cyclic ethers. He and co workers have reported that silver (I) triflate catalyzes the intramolecular addition of alcohols to olefins [26]. The reaction of 2,2-diphenyl-4-hexen-l-ol (16) under the influence of 5 mol% of the silver(I) catalyst affords a 10 1 mixture of tetrahydrofuran derivative (17) and tetrahydropyran derivative (18) in high combined yield (Scheme 18.6). In the case of terminal disubstituted y-hydroxyl alkenes, 6-endo cyclization products are formed exclusively. This procedure has been successfully expanded to cyclization of pent-4-enoic acid, hex-5-enoic acid, and their derivatives leading to the corresponding lactones [26]. Using similar cyclization methods catalyzed by silver(I) compounds, 1-allenyl isochromenes [27], dihydrobenzofurans [28], and dihydrobenzopyrans [28] have been synthesized. 

Der Bis-[2-phenyl-2-cyan-vinyl]-ather (1) wird iiberwiegend zum 2,5-Diphenyl-hexen-(2)-disdure-nitril (III) reduziert. Je nach Kathodenpotential wird zusatzlich 2,5-Diphe-nyl-hexadien-(2,4)-disaure-dinitril (II) bzw. bei 2 V das 2,5-Diphenyl-hexandisaure-dinitril (IV) erhalten. Da es sich hier primar um die Rekombination zweier radikalischer Spaltprodukte des Athers I handelt, ist cine hohe Depolarisator-Konzentration vorteil-haft2 ... 

Oxo-4-[6-carboxy-hexen-(2)-yl]-3-[3-hydroxy-octen-(l)-yl]- 723 3-Oxo-2,4-dimethyl- 622 3-Oxo-1,5-diphenyl- 669... 

Allen (106) also studied cobalt hydroformylation with a polymer-bound catalyst. The polymer was formed from diphenyl-p-styrylphosphine cross-linked with divinylbenzene. 2-Hexene was the substrate, and reaction conditions were 175°C and 1500-3000 psi of 1/1 H2/CO. The product aldehyde was 55% linear, and the effluent product solution contained 20-50 ppm cobalt. 

Dinuclear palladium complexes catalyze m-hydroarylation of alkynes with arenes.56 The reaction of 3-hexyne with benzene in the presence of a dinulear palladium complex Pd2R2(M-OH)(//-dpfam) [dpfam = j/V,Ar -bis[2-(diphenyl-phosphino)phenyl]formamidinate, R=/>-Tol] and tri(/z-butyl)borane at 100 °C for 4h affords ( )-3-phenyl-3-hexene quantitatively (Equation (53)). The hydroarylation of 3-hexyne with monosubstituted benzenes ( )-3-aryl-3-hexenes with a 2 1 ratio of the meta- and ra -isomers. This regioselectivity is different from that of the hydroarylation of diphenylacetylene catalyzed by Rh4(GO)12.57... 

In addition to the previously described coupling of two diynes at a single metal center, there are examples of coupling reactions of two diynes between two metallocene fragments (complexes 22 and 23). Acidolysis of complex 22 gives the trans-3,4-dibenzyli-dene-l,6-diphenyl-l-hexen-5-yne 29 [26], The corresponding reaction of complex 23 (Fig. 10.4) does not lead to the expected radialene 30, which seems to be unstable, but forms, after an H-shift, the ds-3,4-dibenzylidene-l,6-diphenyl-l-hexen-5-yne 31 (Fig. 10.5) [26],... 

In another paper from the Jackson Laboratories of the du Pont Company (Calcott et al., 34) there is reported a repetition of some of the reactions of Simons and Archer, as well as additional ones. Mono-, di-, and 1,2,4,5 tetraisopropylbenzene were obtained from propylene and benzene both l -chloro-i-butylbenzene and di-(l/-chloro)-d-butylben-zene were obtained from 3-chloro-2-methyl-propene-l and benzene p-f-butyltoluene and di-i-butyltoluene were obtained from diisobutylene and toluene tetraisopropylnaphthalene was obtained from propylene and naphthalene naphthyl-stearic acid was obtained from oleic acid and naphthalene mixed isopropyltetrahydronaphthalene was obtained from propylene and tetrahydronaphthalene 2,4,6-triisopropylphenol was obtained from propylene and phenol a mixture of monoisopropylated m-cresols was obtained from propylene and wi-cresol and di-(s-hexyl)-diphenyl oxide was obtained from hexene-3 and diphenyl oxide. 

Symmetric alkenediols undergo a hydroformylation reaction to give perhydrofuro[2,3-, ]pyrans in the presence of a rhodium catalyst. The reaction proceeds in high yields, except in the case of the l,6-diphenyl-3-hexene-l,6-diol (40%) (Equation 19) <2002OL289>. 

Some of the bicyclo[3.1.0]hexene zirconocene derivatives, especially those containing a phenyl group, rearrange quantitatively to the corresponding 4-vinyl-l-metalla-2-cyclobutene derivatives when heated in toluene to 60-80 °C for several hours (equation 131). The 6,6-dimethyl-2,3-diphenyl-2-zirconabicyclo[3.1.0]hex-3-ene derivative prefers ring-opening to the isomeric j/. -allylic complex upon thermolysis. 

There is no need to isolate this compound in order to effect addition of diphenyl disulphide (and dimethyl disulphide) to alkenes in this way tran. -l,2-bis-phe-nylthio (and methylthio) adducts were formed from cycloalkenes and 1-hexene. 

The phenyl tellurium tribromide can be prepared in situ from diphenyl ditellurium and bromine. Olefins thus far investigated include isobutene, (E)- and (Z) -butene, 1 -hexene, 2-methyl-l-pentene, 1-octene, (E)- and (Z)-4-octene, 1-decene, phenylethene, 1-phenyl-I-methylethene, cyclopentene, cyclohexene, cycloheptene, and cyclooctene. Most of the reactions were carried out with phenyl tellurium tribromide in methanol. 

PS products contain certain kinds of styrene dimers (SDs), such as 2,4-diphenyl-1-butene and cis- and rraws-l, 2-diphenylcyclobutane, and styrene trimers (STs), such as 2,4,6-triphenyl-1-hexene and l-phenyl-4-(l -phenylethyl)tetralin. The contents of these substances differ with each product. It has also been found that SDs and STs migrate into fatty solvents, such as n-heptane or vegetable oil, but the migration into aqueous solvents is very slight. SDs tend to be affected by the heating time of containers involving solvents, and STs tend to be affected by the length of contact time with containers. 

Acyl radicals and acyl anions are proposed intermediates in the reduction of phenylacetyl chloride and hydrocinnamoyl chloride at mercury in MeCN [223]. Among the products obtained from the reduction of phenylacetyl chloride are 1,4-diphenyl-2-butene-2,3-diol diphenylacetate, phenylacetaldehyde, toluene, 1,3-diphenyl-acetone, and l,4-diphenyl-2,3-butanediol, as well as phenylacetic acid and phenylacetic acid anhydride. Analogous products arise from the reduction of hydrocinnamoyl chloride l,6-diphenyl-3-hexene-3,4-diol dihydrocinnamate, hydrocinnamaldehyde, ethyl benzene, l,6-diphenyl-3,4-hexanediol, hydrocinnamic acid, and hydrocinnamic acid anhydride. 

Similarly to polystyrene, poly(a-methylstyrene) can be obtained as head to tail polymer (H-T) and also as head to head (H-H), the common material being the H-T form. The pyrolysis products of the two forms show some differences in the dimer area, the H-H form indicating the presence of 2,5-diphenylhexane and 2,5-diphenyl-1-hexene [3]. 

Hydrodebromination. The tin hydride (CgF,3CH2CH2)3SnH participates in radical reactions such as replacement of bromine by hydrogen in supercritical carbon dioxide. Cyclization of l-bromo-6,6-diphenyl-5-hexene to give diphenylmethylcyclopentane is observed. 

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