Abstract: Provided is a method that allows for a safer production of a naphthylsilole for use as a starting material for GNR, which involves reacting a compound of formula (1): (wherein R1a and R1b are the same or different and represent a hydrogen atom, an alkyl group, a cycloalkyl group, a (poly)ether group, an ester group, a halogen atom, an aromatic hydrocarbon group, or a heterocyclic group; R1a and R1b are optionally bound to each other to form a ring; R2 represents an aromatic hydrocarbon ring or a heterocyclic ring; and X represents a bromine or iodine atom) with a lanthanide- and lithium-containing ate complex to produce a lanthanide complex of the compound of formula (1); and then reacting it with a silyl compound of formula (2): R3aR3bSiCl2??(2) (wherein R3a and R3b are the same or different and represent an optionally branched C1-C4 alkyl group or a phenyl group).

Abstract: A compound represented by the following formula (1A) or (1B): (the symbols in the formulae (1A) and (1B) have the same meaning as defined in the specification), an organic electroluminescent device containing the compound, and an electronic device including the organic electroluminescent device.

Abstract: A nucleic acid delivery material comprising a polycyclic aromatic compound having one or more primary, secondary, or tertiary amino groups or nitrogen cation-containing groups and having no perylene diimide ring has excellent nucleic acid delivery efficiency while being a small molecule that can be precisely synthesized.

Abstract: Providing an auxin derivative that can exert its intended effect more efficiently, while reducing any unintended effects. A compound represented by the General Formula (1) having a specific substituent at the 5- and/or 6-position of the auxin indole ring.

Abstract: A graphene nanoribbon represented by formula (1): wherein R1 represents a linear alkyl group having 1 to 12 carbon atoms, R3 and R4 are both hydrogen atoms, or R3 and R4 taken together form a group represented by —SiR2aR2b—, wherein R2a and R2b are the same or different, and each represents a hydrogen atom, an optionally branched alkyl group having 1 to 4 carbon atoms, or a phenyl group, and n represents an integer of 1 or more, is a novel GNR obtained by a simpler and industrially advantageous method for GNRs.

Abstract: Provided are a compound that further improves the performance of an organic EL device, the organic electroluminescence device with more improved device performance, and electronic device including such an organic electroluminescence device, in which the compound is represented by the following formula (1): (each symbol in the formula (1) is as defined in the specification), the organic electroluminescence device contains the compound, and the electronic device includes the organic electroluminescence device.

Abstract: Provided is a method that allows for a safer production of a naphthylsilole for use as a starting material for GNR, which involves reacting a compound of formula (1): (wherein R1a and R1b are the same or different and represent a hydrogen atom, an alkyl group, a cycloalkyl group, a (poly)ether group, an ester group, a halogen atom, an aromatic hydrocarbon group, or a heterocyclic group; R1a and R1b are optionally bound to each other to form a ring; R2 represents an aromatic hydrocarbon ring or a heterocyclic ring; and X represents a bromine or iodine atom) with a lanthanide- and lithium-containing ate complex to produce a lanthanide complex of the compound of formula (1); and then reacting it with a silyl compound of formula (2): R3aR3bSiCl2??(2) (wherein R3a and R3b are the same or different and represent an optionally branched C1-C4 alkyl group or a phenyl group).

Abstract: A compound represented by the following formula (1A) or (1B): (the symbols in the formulae (1A) and (1B) have the same meaning as defined in the specification), an organic electroluminescent device containing the compound, and an electronic device including the organic electroluminescent device.

Abstract: Providing an auxin derivative that can exert its intended effect more efficiently, while reducing any unintended effects. A compound represented by the General Formula (1) having a specific substituent at the 5- and/or 6-position of the auxin indole ring.

Abstract: A carbon nanobelt represented by formula (1) was synthesized by chemical synthesis: wherein each Ar is identical or different and represents an aromatic hydrocarbon ring; each R1 is identical or different and represents hydrogen, alkyl, aryl, or alkoxy; and n represents an integer of 0 or more.

Abstract: Carbon nanotubes (CNTs) having a desired diameter are selectively produced by reacting a carbon source with a cyclic compound in which multiple aromatic rings are continuously bonded. The reaction is preferably performed by supplying a gaseous carbon source under reduced pressure and heating. The cyclic compound in which multiple aromatic rings are continuously bonded is preferably a cyclic compound in which bivalent aromatic hydrocarbon groups are continuously bonded, or a modified cycloparaphenylene compound in which a cycloparaphenylene compound or at least one phenylene group of the cycloparaphenylene compound is substituted with a condensed cyclic group such as a naphthylene group.

Abstract: A cyclopolyarylene compound represented by Formula (1): wherein k is the same or different, and each represents 0, 1 or 2; m is the same or different, and each represents 1, 2 or 3; and n represents 3, 4, 5 or 6.

Abstract: If a method for directly functionalizing cycloparaphenylene compounds is developed, such a method is expected to be applied to any cycloparaphenylene compound, thus theoretically enabling introduction of a functional group into all cycloparaphenylene compounds. Therefore, a primary object of the present invention is to provide a method for easily functionalizing cycloparaphenylene compounds directly. A cyclopolyarylene metal complex in which a metal tricarbonyl is coordinated to one benzene ring of a cyclopolyarylene compound is provided. The cyclopolyarylene metal complex is obtained by using a production method comprising the step of reacting a cyclopolyarylene compound with a metal compound represented by the following formula: M(CO)3Ym, wherein M is a metal atom; Y is the same or different, and each represents a ligand; and m is an integer of 1 to 3.

Abstract: An object of the present invention is to provide a method for directly performing arylation (particularly ?-arylation) of carbonyl or thiocarbonyl compounds using a more inexpensive phenol derivative and nickel catalyst. Another object of the present invention is to provide a novel nickel catalyst that can be used in this method, and a novel ligand of the nickel catalyst. The novel compounds of the present invention are a compound having a diphosphine skeleton in which a five- or six-membered heterocyclic ring is substituted with two dialkylphosphines and/or dicycloalkylphosphines, or a salt thereof, and a compound having the diphosphine skeleton that is bound to nickel. Moreover, coupling reaction of a carbonyl compound and a phenol derivative can be advanced in the presence of a nickel compound having a monodentate or bidentate dialkylphosphine and/or dicycloalkylphosphine skeleton.

Abstract: This invention selectively synthesizes a cycloparaphenylene compound having 10, 11, or 13 benzene rings. The invention also synthesizes a cycloparaphenylene compound in which a functional group is introduced into a desired portion. By reacting specific raw materials using a specific reaction, a cyclic compound having 10, 11, or 13 bivalent aromatic hydrocarbon groups, bivalent heterocyclic groups, or derivative groups thereof can be selectively obtained as a pure substance.

Abstract: PAH is subjected to C—H/C—B coupling using a specific boron compound, a palladium compound, and o-chloranil to produce a compound in which a C—H bond of the PAH is directly arylated regioselectively in a simple manner. When the substrate and the boron compound are appropriately selected, a larger PAH can also be obtained by further performing an annulation reaction after the coupling reaction. Similarly, when PAH is subjected to C—H/C—H cross-coupling using a specific aromatic compound, a palladium compound, and o-chloranil, a compound in which a C—H bond of the PAH is directly arylated regioselectively can be produced in a simple manner. When the substrate and the aromatic compound are appropriately selected in this case, a larger PAH can also be obtained by further performing an annulation reaction after the cross-coupling reaction.

Abstract: This invention provides: a compound for accurately forming a carbon nanoring that contains a specific number of organic rings and has a definite diameter; a method for producing the compound; a method for efficiently producing a carbon nanoring; and a cycloparaphenylene obtained by the production method. The carbon nanoring of the present invention is a compound obtained by bonding a specific number of organic ring groups. The method for producing a carbon nanoring of the present invention comprises a modification step wherein a halogen atom in a U-shaped compound is modified into a boron compound, and a coupling step wherein the U-shaped compound is subjected to a coupling reaction. The U-shaped compound is a novel compound that has cyclohexane rings, benzene rings, and specific organic ring groups.

Abstract: This invention selectively synthesizes a cycloparaphenylene compound having 10, 11, or 13 benzene rings. The invention also synthesizes a cycloparaphenylene compound in which a functional group is introduced into a desired portion. By reacting specific raw materials using a specific reaction, a cyclic compound having 10, 11, or 13 bivalent aromatic hydrocarbon groups, bivalent heterocyclic groups, or derivative groups thereof can be selectively obtained as a pure substance.

Abstract: The present invention is a method for producing a phenyl-substituted heterocyclic derivative represented by general formula (1), which has a step wherein a heteroaromatic compound represented by general formula (2) is reacted with a phenol derivative represented by general formula (3) in the presence of a nickel compound, 1,2-bis(dicyclohexylphosphino)ethane, and a base.

Abstract: The present invention is a method for producing a phenyl-substituted heterocyclic derivative represented by general formula (1), which has a step wherein a heteroaromatic compound represented by general formula (2) is reacted with a phenol derivative represented by general formula (3) in the presence of a nickel compound, 1,2-bis(dicyclohexylphosphino)ethane, and a base.