A method of: reacting a dihydroxybenzene with bromine to form a bromodihydroxybenzene; reacting the bromodihydroxybenzene with trifluoromethanesulfonyl chloride or trifluoromethanesulfonic anhydride to form a bromotrifluoromethanesulfonatobenzene; and reacting the bromotrifluoromethanesulfonatobenzene with phenylacetylene to form a phenylethynylbenzene.

A method of: reacting a dihydroxybenzene with bromine to form a bromodihydroxybenzene; reacting the bromodihydroxybenzene with trifluoromethanesulfonyl chloride or trifluoromethanesulfonic anhydride to form a bromotrifluoromethanesulfonatobenzene; and reacting the bromotrifluoromethanesulfonatobenzene with phenylacetylene to form a phenylethynylbenzene.

A compound is represented by Formula (1) below,

##STR00001##

in Formula (1) above, R.sup.1 to R.sup.22 each independently contain at least one atom selected from the group consisting of H, B, C, N, O, F, Si, P, S, Cl, I, and Br, and L.sup.1 and L.sup.2 each independently represent a single bond or CC.

A compound is represented by Formula (1) below,

##STR00001##

in Formula (1) above, R.sup.1 to R.sup.22 each independently contain at least one atom selected from the group consisting of H, B, C, N, O, F, Si, P, S, Cl, I, and Br, and L.sup.1 and L.sup.2 each independently represent a single bond or CC.

Compounds containing at least one CC triple bond of the formula I
R.sup.1-[A.sup.1-Z.sup.1].sub.m-A.sup.2A.sup.3-[Z.sup.2-A.sup.4].sub.n-[Z.sup.3-A.sup.5].sub.o-R.sup.2I,
which have neutral dielectric anisotropy, to the use thereof for high-frequency components, to liquid-crystalline media comprising the compounds, and to high-frequency components, in particular antennae, especially for the giga- and terahertz region, comprising these media. The liquid-crystalline media serve, for example, for the phase shifting of microwaves for tuneable phased-array antennae.

Compounds containing at least one CC triple bond of the formula I
R.sup.1-[A.sup.1-Z.sup.1].sub.m-A.sup.2A.sup.3-[Z.sup.2-A.sup.4].sub.n-[Z.sup.3-A.sup.5].sub.o-R.sup.2I,
which have neutral dielectric anisotropy, to the use thereof for high-frequency components, to liquid-crystalline media comprising the compounds, and to high-frequency components, in particular antennae, especially for the giga- and terahertz region, comprising these media. The liquid-crystalline media serve, for example, for the phase shifting of microwaves for tuneable phased-array antennae.

A composition for film formation includes a compound represented by formula (1) and a solvent. In the formula (1), R.sup.1, R.sup.2 and R.sup.3 each independently represent a group represented by the formula (a). In the formula (a), R.sup.A represents a hydrogen atom, an aryl group, or an alkyl group unsubstituted or substituted with at least one of a hydroxy group and an aryl group. R.sup.B represents a single bond or an arylene group. A part or all of hydrogen atoms on an aromatic ring of the aryl group and the arylene group may be substituted with a halogen atom, a hydroxy group, an amino group, a sulfanyl group, or a monovalent organic group having 1 to 20 carbon atoms and not including an aromatic ring. ##STR00001##

A composition for film formation includes a compound represented by formula (1) and a solvent. In the formula (1), R.sup.1, R.sup.2 and R.sup.3 each independently represent a group represented by the formula (a). In the formula (a), R.sup.A represents a hydrogen atom, an aryl group, or an alkyl group unsubstituted or substituted with at least one of a hydroxy group and an aryl group. R.sup.B represents a single bond or an arylene group. A part or all of hydrogen atoms on an aromatic ring of the aryl group and the arylene group may be substituted with a halogen atom, a hydroxy group, an amino group, a sulfanyl group, or a monovalent organic group having 1 to 20 carbon atoms and not including an aromatic ring. ##STR00001##

A palladium(II) complex which catalyzes the Sonogashira coupling reaction efficiently under aerobic condition and a method of employing the palladium(II) complex to synthesize internal alkynes. The palladium(II) complex is an effective catalyst for the coupling reactions of aryl iodo and diiodo compounds with unactivated alkyl alkynes and terminal dialkynes to produce various novel symmetrical dialkynes and disubstituted internal alkynes in excellent yields.

A palladium(II) complex which catalyzes the Sonogashira coupling reaction efficiently under aerobic condition and a method of employing the palladium(II) complex to synthesize internal alkynes. The palladium(II) complex is an effective catalyst for the coupling reactions of aryl iodo and diiodo compounds with unactivated alkyl alkynes and terminal dialkynes to produce various novel symmetrical dialkynes and disubstituted internal alkynes in excellent yields.