Durch Aluminiumchlorid katalysierte Reaktionen, XVIII. Mitteil.: Über die Kondensation des 9.10‐Dihydro‐anthracens mit Säurechloriden

Nenitzescu, Costin D.; Gavǎt, I.; Cocora, Dumitru

doi:10.1002/cber.19390720426

Cited by 4 publications

(2 citation statements)

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“…Obviously, the dibenzoheptafulvenes can also be obtained from 2,3,6,7-dibenzo-2,4,6-cyeloheptatriene (CXCIII); this gives a 1-lithio derivative which reacts normally with aldehydes and ketones (28). For the synthesis of CXCIII or its substitution products, the solvolytic rearrangement of the 9,10-dihydroanthrylcarbinols (CXCIV) is most useful (45, 342, 409), as these carbinols are easily accessible by lithium aluminum hydride reduction of 9-acylanthracenes (or, for R = H, methyl anthracene-9-carboxylate) or of 9-acyl-9,10-dihydroanthracenes which are formed in a some- what surprising manner by Friedel-Crafts reaction of 9,10-dihydroanthracene (295). It may be mentioned that CXCIII is also formed as one of the products of the interaction of anthracene with diazomethane ( 285).…”

Section: Inter Conversions Of Fulvenesmentioning

confidence: 99%

Fulvenes and substituted fulvenes

Bergmann¹

1968

Chem. Rev.

218

100

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Section: Inter Conversions Of Fulvenesmentioning

confidence: 99%

Fulvenes and substituted fulvenes

Bergmann¹

1968

Chem. Rev.

218

100

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“…A few similar examples of acylation of aliphatic carbon are known, e.g. the acetylation and benzoylation of 9,lO-dihydroanthracene (9).…”

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confidence: 99%

Aliphatic Chemistry of Fluorene: Part V. Spiro-Ketones

Bavin¹

1960

Can. J. Chem.

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A novel synthesis is described of 1,2;3,4-dibenzophenanthrene, based on the spiro-ketone ( I I l b ) , which was cleaved by strong base to the acid ( V I I b ) .AII example is described of acylation of aliphatic carbon.T h e ease with which methyl fluorene-9-carboxfite anion reacts with a wide range of alkyl halides (1, 2, 3) together with the formation of phenanthrene derivatives from carbonium ions (I) prompted the investigations described in this paper.

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Rearrangements and fragmentations of metastable [C₁₃H₉S]⁺, [C₁₄H₁₁]⁺, [C₁₃H₁₁]⁺ and [C₈H₇S]⁺ ions

Rietjens

Oudman

Weringa

1990

Org. Mass Spectrom.

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Cl,H9S]+, [CI,Hll]+, [C13Hlll+ and [C,H,SI+ ions with unknown structures were generated from two [Cl,H,,SI+' ppcursor ions by fragmentation reactions that must be preceded by extensive rearrangements. Ions with the same compositions, each with several initial structures, were prepared by simple bond-breaking reactions. Metastable characteristics were compared for each of the four types of ions. It was found than in all cases fast isomerization reactions Occur prior to fragmentation, so that no information about the unknown ion structures could be obtained by comparison of the observed fragmentations of metastable ions.

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Durch Aluminiumchlorid katalysierte Reaktionen, XVIII. Mitteil.: Über die Kondensation des 9.10‐Dihydro‐anthracens mit Säurechloriden

Cited by 4 publications

References 5 publications

Fulvenes and substituted fulvenes

Fulvenes and substituted fulvenes

Aliphatic Chemistry of Fluorene: Part V. Spiro-Ketones

Rearrangements and fragmentations of metastable [C₁₃H₉S]⁺, [C₁₄H₁₁]⁺, [C₁₃H₁₁]⁺ and [C₈H₇S]⁺ ions

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Durch Aluminiumchlorid katalysierte Reaktionen, XVIII. Mitteil.: Über die Kondensation des 9.10‐Dihydro‐anthracens mit Säurechloriden

Cited by 4 publications

References 5 publications

Fulvenes and substituted fulvenes

Fulvenes and substituted fulvenes

Aliphatic Chemistry of Fluorene: Part V. Spiro-Ketones

Rearrangements and fragmentations of metastable [C13H9S]+, [C14H11]+, [C13H11]+ and [C8H7S]+ ions

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Rearrangements and fragmentations of metastable [C₁₃H₉S]⁺, [C₁₄H₁₁]⁺, [C₁₃H₁₁]⁺ and [C₈H₇S]⁺ ions