Tropylation of p-anisidine with tropylium perchlorate formed the salt 8-p-methoxyphenyl-8-azaheptafulvenium perchlorate, which converted in the presence of imidazole into N-benzylidene-4-methoxyaniline as a result of the contraction of the tropylium ring. Tropylation of 4-(7-cyclohepta-1,3,5-trienyl)aniline with tropylium perchlorate gave 4-(7-cyclohepta-1,3,5-triehyl)-N-(1-cyclohepta-2,4,6-trienyl)aniline, which showed antibacterial activity against Staphylococcus aureus 906 and Escherichia coli and antimycotic activity against five strains of yeast-like fungi of the genus Candida.

Tropylation of Arylamines and Antimicrobial Activity of 4-(7-Cyclohepta-1,3,5-Trienyl)-N-(1-Cyclohepta-2,4,6-Trienyl)Aniline

Attempt was made to dehydrogenate p-(3,4-diphenyl-1,3-cyclopentadien-1-yl)phenyltropilidene, prepared by treating p-tropylphenyllithium or p-tropylphenylmagnesium bromide with 3,4-diphenylcyclopent-2-enone, to 3″, 4″-diphenyl-1- cycIoheptatrienylidene-4-cyclopentadienylidene-2,5-cyclohexadiene, 10,11-diphenyl [5.6.7]quinarene. The resulting blue pigment showed spectral properties in line with those of p-(3,4-diphenyl-1,3-cyclopentadien-1-yl)phenyltropylium ion, [5.6.7]quinarenium ion, carrying a delocalized positive charge (VII’) but not those of expected cross-conjugated hydrocarbon.

p -(3,4-Diphenyl-1,3-cyclopentadien-1-yl)phenyltropylium Perchlorate. An Intermediate in the Synthesis of [5.6.7]Quinarene System

Characterization of 4-(2,3-diphenylcyclopropenylidene)cyclohexa-2,5-dienone. Highly polarized 6,7-diphenyl[3.6]q́uinaren-3-one

3″-Methyl-2″,4″,5″-tricyano-1-cycloheptatrienylidene-4-cyclopentadienylidene-2,5-cyclohexadiene (IX), a stable derivative of a new cyclic cross-conjugated hydrocarbon, [5.6.7]quinarene, has been synthesized by the hydride abstraction of tetramethylammonium 3-methyl-2,4,5-tricyano-1-(p-tropylphenyl)cyclopentadienide (VIIIb).

CYCLIC CROSS-CONJUGATED HYDROCARBONS HAVING INSERTED p-QUINOID RING. IV. SYNTHESIS OF 3″-METHYL-2″,4″, 5″-TRICYANO-1-CYCLOHEPTA-TRIENYLIDENE-4-CYCLOPENTADIENYLIDENE-2,5-CYCLOHEXADIENE

We report a
one-pot three-component synthesis of
N-arylmethyl-4-(7-cyclohepta-1,3,5-trienyl)anilines by using various aromatic
imines, tropylium tetrafluoroborate, and sodium tetrahydroborate in the
presence of imidazole as activator.

/pdf/one-pot-three-component-synthesis-of-n-arylmethyl-4-7-3k5g1hk4n3.pdf

One-Pot Three-Component Synthesis of N-Arylmethyl-4-(7-cyclohepta-1,3,5-trienyl)anilines

Cyclic cross-conjugated hydrocarbons having inserted p-quinoid ring—I

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Cyclic cross-conjugated hydrocarbons having inserted p-quinoid ring—I