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Treatment of octadehydrotribenzo[14]annulene ([14]DBA) with bromine or iodine gave the corresponding tetrahalo-substituted benzodiindenocyclooctatetraenes selectively via tandem twofold transannula...

As an approach to size-selective formation of fullerenes, we developed a method based on the cyclization of reactive cyclic polyynes which were generated by [2 + 2] cycloreversion of [4.3.2]propell...

3,3′-Disubstituted 2,2′-binaphthyls were prepared by the Cu- or Re-catalyzed double benzannulation reaction of 2-(phenylethynyl)benzaldehyde with various butadiynes in the presence of trichloroacet...

A new class of cyclam, octamethylcyclam, and its related compounds bearing tetramethylethane, cis-cyclohexane, or trans-cyclohexane subunit(s) have been synthesized. Nickel(II) complexes with sterically congested ligands have been shown to be low-spin complexes in water, while those with less congested ligands to be mixtures of low-spin and high-spin ones. Nickel(II) complexes with sterically congested ligands have been also exhibited to have higher half-wave potentials (E1/2(NiII,III)) than those of the complexes with less congested ligands.

8-Methoxycarbonyl substituted [6](1,4)naphthaleno- and [6](1,4)anthracenophanes were prepared by the thermal valence isomerization of the corresponding hemi-Dewar type valence isomers. The rates of their isomerization were remarkably faster than those of the Dewar isomer of [6]paracyclophanes.

A triangular dehydrobenzo[12]annulene (DBA) molecule bridged between Au electrodes was investigated by scanning tunneling microscopy break junction technique. The conductance of the single DBA mole...

A boomerang-shaped bis(dehydrobenzo[12]annulene) and a trapezoid-shaped tris(dehydrobenzo[12]annulene) were synthesized, and their ground- and excited-state properties were investigated.

A rotaxane having a ring molecule composed of a metaphenylene unit which swings as a pendulum and a dianthrylethane unit which undergoes isomerization in response to external stimuli was synthesize...

Highly reactive dibenzopentakisdehydro[14]annulene was generated and its tropicity was discussed based on the experimental and theoretical NMR spectra.

Cis- and trans-2-phenylcyclohexano-14-crown-4 and cis- and trans-2,3-diphenylcyclohexano-14-crown-4 were prepared and their ion selectivity was determined by means of extraction of alkali metal picrates, stability constants, and ion-selective electrodes. Cis diphenyl derivative exhibits the highest lithium ion-selectivity of the four ionophores examined, which is as high as that of decalino-14-crown-4, one of the best Li+-selective ionophores.

A total synthesis of (±)-3-oxosilphinene was achieved stereoselectively in five steps from the known enone.

Syn- and anti-8-methoxycarbonyl-(Z)-[6]paracycloph-3-enes were synthesized and the barrier for the conformational inversion of the bridge was determined to be ΔG≠(298)=103 kJ mol−1.

Lithium bromide-catalyzed epoxide-carbonly rearrangement of 7,8-epoxy-7-methlenebicyclo[3.2.0]heptane derivatives gave 2,8-difunctionalized bicyclo[3.3.0]octanes in high selectivity.

Tridecalino-18-crown-6 being a new type of cylindrical crown ether has been synthesized and found to exhibit high complexing selectivity for K+/Na+ as well as high complexing ability for K+.

7-Methoxycarbonyl[5]paracyclophane generated by photochemical valence isomerization of 8-methoxycarbonyl[5.2.2]propella-8,10-diene has been successfully characterized by UV and 1H NMR spectra.

Biologically active 2-methylenetricyclo[4.3.2.01,5]undecan-3-ones involving a spiro cyclopropane ring related to quadrone have been synthesized.

The functionalized tricyclo[6.3.0.01,5]- and [5.3.1.01,5]-undecanes are newly synthesized from endo- and exo-tricyclo-[6.3.0.01,6]undecan-5-ols by skeletal rearrangements using the solvolyses of their tosylates. Furthermore, a novel biologically active compound is derived readily from the rearrangement products.

Relationship between linearly and angularly fused triquinanes is elucidated by reductive rearrangements with hydride transfer of tricyclo[6.3.0.02,6]undecan-1-ol, tricyclo[6.3.0.01,5]undecan-6-ols, and tricyclo[5.3.1.01,5]undecan-11-ol.

Photolysis of [n.2.2]propellanones (5) and (6) involving a cyclobutanone ring in methanol afforded the cycloelimination products 7 and 9 in good yields, especially in the case of highly strained [3.2.2]propellanone (6), via α-cleavage in the direction leading to the less favorable acyl-alkyl radical pair.

Cyclobutyl-cyclopropylcarbinyl type rearrangement of 2-oxabicyclo[4.2.0]octan-3-ones and remarkable effect of alkyl substituents at the bridgehead positions on this rearrangement are described.

Didecalino- and decalino-benzo-18-crown-6 have been found to form 1:1 (crown ether:cation mole ratio) complexes in stoichiometry with NaNCS, KNCS, RbNCS, CsI3, and/or H3OClO4 without any formation of sandwich-type complexes.

Tricarbonyl (η6-[6]paracyclophane)chromium has been synthesized and its spectral properties have been investigated.

[6]paracyclophane (1) has been synthesized by oxidative decarboxylation of [6.2.2]propellenecarboxylic acid with lead tetraacetate. Vapor phase thermolysis of 1 affords 3-methylene-spiro[5.5]undeca-1,4-diene predominantly, while acid-catalyzed rearrangement of 1 gives the meta and ortho isomers in a ratio of 1:3.

A new type of tricyclic compound, having bicyclo[3.2.1]octane skeleton with an α-methylenecyclopentanone moiety and trans-bicyclo[4.4.0]decane structure, has been synthesized by skeletal transformation of exo-3-methylenetricyclo[6.4.0.01,4]dodecan-5-ol.

A new type of biologically active tricyclo[5.3.2.01,6]dodecenones related to quadrone and terrecyclic acid A has been synthesized.

Didecalino-14-crown-4 has been synthesized and found to have the conspicuous extractability as well as selectivity for lithium ion.