Acenaphthylene

The coupling of 1,8-diiodonaphthalene (25) with acenaphthylene (26) affords acenaphth[l,2-a]acenaphthylene (27). It should be noted that the reaction involves unusual trans elimination of H—Pd—1[32], This tetrasubstituted double bond in 11 reacts further with iodobenzene to give the [4, 3, 3]propellane 28 in 72%. This unusual reaction may be accelerated by strain activation, although it took 14 days[33]. 

Thermolysis of trithiane (69) or carbonate (70) at reduced pressure yields methylene-thiirane which is stable in cold, dilute solution (Scheme 152) (78JA7436, 78RTC214). A novel acenaphthylene episulfide is obtained by treatment of the six-membered sulfoxide (71) with acetic anhydride (Scheme 153) (68JA1676), and photolysis of (72) gives a low yield of episulfide (73 Scheme 154) (72JA521). Low yields may be due to the desulfurization of the thiiranes under the reaction conditions. 

Kig. 10.. Mechanism of carbonisation of acenaphthylene [100]. 1, acenaphthylene 11, polyaccnaphthylene 111, biaccnaphthylidcnc IV, fluorocyclcnc V, dinaphthyicncbutadienc VI, decacyclcnc Vll, zethrcnc. Reprinted from [100] courtesy of Marcel Dekkcr Inc. 

The Huckel molecular orbitals for acenaphthylene are shown below. The atomic coefficients for the orbital which is the LUMO in the neutral compound and the... 

Homopolymerization of the olefin occurred if its basicity was higher than that of 2-furaldehyde, i.e. the initiator displacement from the complex was strong and thereafter only occasional inclusion of aldehyde in the growing polymer chain took place 2-furaldehyde units in the products were less than 5%. This situation was observed with acenaphthylene and N-vinylcarbazole. 

Furyl methyl ketone was also tried with a series of olefins inhibition was operative in all systems and only traces of a copolymer with acenaphthylene were isolated at the end of a run which lasted several days. These observations are compatible with the higher basicity of this ketone compared with that of the corresponding aldehyde. 

Polycyclic Fluoroaromatic Compounds. III. Octafluoro-acenaphthylene, and Decafluoro-indane, -acenaphthene, -anthracene, and -pyrene, D. Harrison, M. Stacey, R. Stephens, and J. C. Tatlow, Tetrahedron, 19(1963) 1893-1901. 

Figure 3 depicts profiles of Total PAH fluxes vs. time (36). The following polycyclic hydrocarbons have been determined by high performance liquid chromatography, variable wavelength absorption detection Naphthalene, acenaphthylene, 7,12-dimethylbenzanthracene, 2-methylnaphtalene, fluorene, acenaphtene, phenanthrene, 2,3-dimethylnaphtalene, anthracene, fluoranthene, 1-methylphenanthrene, pyrene, 2,3-benzofluorene, triphenylene, benz(a)anthracene, chrysene, benzo(b)fluoranthene, benzo(k)fluoranthene, perylene, benzo(e)pyrene, 1,2,3,4-dibenzanthracene, benzo(a)pyrene, and 1,2,5,6-dibenzanthracene. 

On the other hand, addition of DBr to acenaphthylene (5) and to indene and 1-phenylpropene gave predominant syn addition. ... 

Of the three cases of the ElcB mechanism, the one most difficult to distinguish from E2 is (ElcB)i. One way to make this distinction is to study the effect of a change in leaving group. This was done in the case of the three acenaphthylenes (12), where it was found that (1) the three rates were fairly similar, the largest being only about four times that of the smallest, and (2) in... 

Acenaphthylene, 58, 73 Acetaldehyde, 58, 157 Acetals, cleavage with iodotrimethylsilane, 59, 40... 

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