Über neue Kohlenwasserstoffe aus dem Anthracenöl des Steinkohlenteers

Kruber, O.

doi:10.1002/cber.19340670617

Cited by 29 publications

(9 citation statements)

References 7 publications

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“…The material was recrystallized from methanol, affording material of mp 153-154°. Spectral data: NMR24 7.74, 7.55, 7.28 (6 H, ABC pattern broadened by allylic couplings, /ac = Jbe = 7.6 FIz; /ab = 1.5 Hz), 3.85 (2 H, s), 3.73 (6 H, s); ir24 1 721 cm"1; mass spec 282 (100), 251 (71), 250 (60), 223 (39); uv40 (log e) 242 (4.32), 268 (3.84), 277 (3.84), 309 sh (3.92), 324 (4.08); mol wt 282.0892 (caled for C17H14O4, 282.0892).…”

Section: Methodsmentioning

confidence: 99%

Perturbed [12]annulenes. Derivatives of dibenzo[cd,gh]pentalene

Trost¹,

Kinson²

1975

J. Am. Chem. Soc.

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live of n. In these terms, no planar heteromorphlc 2pT-3d, (xz) system can be aromatic. Therefore, no alternation effect analogous to the Hückel 4n + 2 rule for planar pT-p, systems Is to be expected. The argument is perhaps naive, but the conclusion Is Identical with that reached in Craig's more rigorous analysis.238 For detailed discussions and leading references on the possibility (or otherwise) of aromaticity in systems containing d orbitals see ref 23. (23) (a) D.

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Section: Methodsmentioning

confidence: 99%

Perturbed [12]annulenes. Derivatives of dibenzo[cd,gh]pentalene

Trost¹,

Kinson²

1975

J. Am. Chem. Soc.

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“…Since earlier study2-3 had developed a route allowing the efficient synthesis of perhydroazulene derivatives, we have been encouraged to prepare several sets of perhydroazulene derivatives with tert-butyl or other sterically bulky substituents at selected positions. It is our hope that these (1) This research has been supported by Public Health Service Grant R01-GM-20197 from the National Institute of General Medical Science. The execution of this research was also assisted by Institutional Research Grants from the National Science Foundation for the purchase of a mass spectrometer and a Fourier transform NMR spectrometer.…”

Section: Bromination Of Cyclopenta[ Def]phenanthren-4-one (3)mentioning

confidence: 99%

Electrophilic substitution of 4H-cyclopenta[def]phenanthrene. Bromination

Yoshida¹,

Minabe²,

Suzuki³

1979

J. Org. Chem.

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The bromiation of 4//-cyclopenta[de/]phenanthrene gave the 1-bromo derivative as a main product accompanied by small amounts of 3-and 8-bromo isomers. The hydrocarbon was transformed into 4-bromoand 8,9-dibromo-8,9-dihydro-4/f-cyclopenta[de/]phenanthrene by radical bromination under exposure to light. Additionally, the reaction of 8,9-dihydro-4fi-cyclopenta[de/]phenanthrene and cyclopenta[de/]phenanthren-4-one with bromine yielded 2-and 8-bromo derivatives in high yields, respectively.The hydrocarbon 4//-cyclopenta[de/]phenanthrene (l)1 molecule combines characteristic features, such as those of acenaphthene, fluorene, and phenanthrene structures. This may cause some interesting investigations at the active methylene,2,3 at the localized double bond of C8-C9,4 and on the strained benzenoid rings.5 Electrophilic substitution of 1 has been reported scarcely.5'6 Our previous report has been concerned with the nitration of 1, which gives 1-, 2-, 3-, and 8-nitro derivatives.7The present paper deals with bromination of 1 and its derivatives, 26 and 3,1 in connection with nitration of 1, and some interesting results may be noted.

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“…c In these cases, paraformaldehyde was used. d Reaction time was 0.5 h. e Reaction time was 2 h 1. At 25 °C for 8 h. # At 118 °C for 8 h. 0022-3263/78/1943-1248$01.00/0 © 1978 American Chemical Society h i b i t e d .…”

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confidence: 99%