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Tricyclo-3,7-octadiene

Competition between through-space and through-bond interactions often gives rise to interesting results. For example, let us consider tricyclo-3,7-octadiene which can adopt either the anti or the syn structure shown in I 1.39a and I 1.39b, respectively. In the anti structure the through-space interaction between the... [Pg.255]

MINDO/3 calculations suggest that the thermal isomerizations of syn- and anti-tricyclo-octadienes (125) and (126) to cyclo-octatetraene proceed via triplet intermediates, and thermal isomerization of syn-benzotricyclo-octene to benzo[c]-1,3,5-cyclo-octatriene in the presence of 9,10-dibromoanthracene was accompanied by the generation of visible light corresponding to fluorescence from the 9,10-dibromoanthracene. ... [Pg.300]

XII. Tricyclic Systems Containing a Cyclobxttane Ring The only system of this kind which appears to have been investigated kinetically in detail is tricyclo[3,3,0,0 ]octane (Srinivasan and Levi, 1964). At temperatures in the range 327 to 366° C the isomerization is a homogeneous first-order reaction. The observed products were 4-vinyl-cyclohexene, butadiene and 1,5-cyclo-octadiene. However, from separate studies on the cyclo-octadiene, it is concluded that the tricyclo-octane first isomerizes to the cyclo-octadiene which then undergoes secondary reactions to yield the other observed products. The observed rate is then the rate of this primaiy reaction, viz. ... [Pg.183]

Table 22. Cyclorcversion of Tricyclo[4.2.0.0 2,5]octanes, - Octadienes and Related Azo Compounds by Thermolysis... Table 22. Cyclorcversion of Tricyclo[4.2.0.0 2,5]octanes, - Octadienes and Related Azo Compounds by Thermolysis...
Photolytic rearrangement. Irradiation of the w-complex of s cyclo-octadiene with cuprous chloride produces tricyclo[3.3.0.02- ]octane, a remarkably stable hydrocarbon. ... [Pg.818]

The reverse reaction has also been observed Irradiation of the Dewar a-pyrone in an argon atmosphere affords cyclobutadiene which is dimerized to tricyclo-[4.2.0.02-5]octadiene upon heating or photolyzed to acetylene (127) 134 135). [Pg.136]

In contrast to norbornadiene, bicyclo[2.2.2]octa-2,5-diene does not always give the transan-nularly bridged products in normal solution reactions, whereas in the anodic electrooxidation this nonconjugated octadiene showed the formation of products, mainly tricyclo-[2.2.2.0 ]octane derivatives 5 and 6 from transannular interaction, exclusively. ... [Pg.1167]

The cyclopropane ring in dibenzannulated tricyclo[3.3.0.0 ]octa-3,6-diene was opened to give the symmetric bicyclo[3.3.0]octadiene skeleton 18. ... [Pg.1953]

Cyclopropan-<3-spiro-12>--l,3-dioxan-octadien--tricyclo 2.2.1.0. 0 beptane... [Pg.3557]

The remarkable tricyclo-octanes shown below have recently been synthesized (Avram et al., 1964). They both yield 1,5-cyclo-octadiene on pyrolysis at 150° C which suggests that the kinetic parameters for these isomerizations cannot be two dissimilar to those for the isomerization of bicyclo[2,2,0]hexane. [Pg.183]

Translocation of formal charge, 214 Tricyclo(4.2.0.0- [octadiene, 409 Trienes, 112, 366, 444 Trimethinecyanine, FEMO model, 16 Trimelhylene biradical, 225, 227 Trinitrobenzene. DA complex, 125 Triphenyicne. 270, 276 Triphenylmethane dyes. 373, ... [Pg.281]

CXci 4-Methylen-5-chlormethylen- und 5-Methylen-4-chlor-methylen-binyclo[4.2.0]octadien-(2,7) + G-Mrdkylen-7-chlormethyleu- und 7-Methylen-6-chlor-methylen-tricyclo[3.3.0.0 1 s octm-(3) 3 10 8... [Pg.276]

Benzo-bicyclo [2.2.2]octatrien - (2,5,7) (Benzo-barrelen) (VIII) verhalt sich vOllig analog die Aeeton-sensibilisierte Photolyse liefert 3,4-Benzo-tricyclo[3.3.0.02 s]octadien-... [Pg.423]

Naphtho-[l,2-b]-bicyclo[2.2.2]outatrien (XIV) lagert sich nur in Gcgcnwart ernes Triplett-Sensibilisators zu einem Gemisch von anti- und syn-Naphtho-[l,2-c]-tricyclo 3.3/).02 8]octadien-(3,6) (XV P 81-83° und XVI P 44-46°) um. Bei der direkten Be-licbtung wird bevorzugt Naphtho-[a]-cyclooctatetraen (XVII) gebildet3 ... [Pg.424]

Dagegen isomerisiert Naphtho-[2,3-b]-bicyclo[2.2.2]octatrien (XVIII) in Ge-genwart odcr in Abwcsenheit eines Sensibilisators zu Naphtho-[2,3-c]-tricyclo [3.3.0.02 8] octadien- 3,6) (XIX F 139-140°) bei fast gleicben Quantenausbeuten1 (s. Tab. 65) ... [Pg.425]

Dime thoxy-carbonyl-(benzo-tricyclo [2.2.2]octatrien-(2,5,7)) 0,54 g in 300 ml Aceton Pyrex-Glas A. Yd-lSoCHj CrC 8,9-THmethoxy-carbonyl- (benzo-Iricydo 3.S.0.02 ] octadien-(8,6)Y 30 ... [Pg.432]

Fig. 23. Comparison between the calculated and measured values of syn- and anti-tricyclo-[4.2.0.0 ]octadiene (94 and 95)... Fig. 23. Comparison between the calculated and measured values of syn- and anti-tricyclo-[4.2.0.0 ]octadiene (94 and 95)...
Octavalene (tricyclo[5.1.0,0 ]octadiene, O) gives COT in boiling benzene (Scheme 9.18). ... [Pg.222]

Gold(I) catalysis has been reported to convert cyclopentenes to cyclohexadienes and involves ring expansion and a [l,2]-alkynyl shift. It is thought to be initiated by the cleavage of the bridging C-C bond and the proposed allyl-gold cation intermediate is trapped with alcohol to give bicyclo[3.2.1]octadiene and tricyclo[3.2.1.0 ]octane derivatives (Scheme 110). ° ... [Pg.517]

See other pages where Tricyclo-3,7-octadiene is mentioned: [Pg.196]    [Pg.132]    [Pg.561]    [Pg.430]    [Pg.218]    [Pg.2055]    [Pg.409]    [Pg.267]    [Pg.269]    [Pg.267]    [Pg.352]    [Pg.424]    [Pg.431]    [Pg.809]    [Pg.831]    [Pg.845]    [Pg.845]    [Pg.846]    [Pg.268]    [Pg.218]    [Pg.2054]    [Pg.230]    [Pg.196]    [Pg.2359]    [Pg.211]    [Pg.214]    [Pg.222]    [Pg.196]    [Pg.322]   
See also in sourсe #XX -- [ Pg.96 ]



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1,7-Octadiene

2,4-Octadienal

4.6- Octadien

Octadienes 1,7-octadiene

Octadienes—

Tricyclo

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