Inter alia, the first titania-catalyzed [.sup.18F]-radiofluorination in highly aqueous medium is provided. In embodiments, the method utilizes titanium dioxide, 1:1 acetonitrile-thexyl alcohol solvent mixture and tetrabutylammonium bicarbonate as a base. Radiolabeling may be directly performed with aqueous [.sup.18F]fluoride without the need for drying/azeotroping step, which reduces radiosynthesis time while keeping high fluoride conversion. The general applicability of the synthetic strategy to the synthesis of the wide range of PET probes from tosylated precursors is demonstrated.

An organic compound represented by formula (1). In formula (1), each of R.sub.1 to R.sub.22 is independently selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, a silyl group, and a cyano group. ##STR00001##

The present disclosure provides an organic compound that has a mother skeleton with a fused-ring structure, an electron-withdrawing group bonded to the mother skeleton, and an electron-donating group bonded to the mother skeleton, wherein the electron-withdrawing group is bonded at a position satisfying the following relationship in the mother skeleton.

Σ|C.sub.H|>Σ|C.sub.L|  (1)

(C.sub.H: 2PZ atomic orbital coefficient of a carbon at a substitution site in the HOMO of the mother skeleton)

(C.sub.L: 2PZ atomic orbital coefficient of the carbon at the substitution site in the LUMO of the mother skeleton)

This method for producing a fullerene derivative is a method for producing a fullerene derivative having a partial structure shown by formula (1) by reacting a predetermined halogenated compound and two carbon atoms adjacent to each other for forming a fullerene skeleton in a mixed solvent of an aromatic solvent and an aprotic polar solvent having a C═O or S═O bond in the presence of at least one metal selected from the group comprising manganese, iron, and zinc;

##STR00001##

(in formula (1), C* are each carbon atoms adjacent to each other for forming a fullerene skeleton, A is a linking group having 1-4 carbon atoms for forming a ring structure with two C*, in which a portion thereof may be a substituted or condensed group).

An organic compound represented by formula (1) and an organic compound represented by formula (2). These organic compounds provide high color purity. ##STR00001## In formulae (1) and (2), R.sub.1 to R.sub.24 are each independently selected from the group consisting of a hydrogen atom and a substituent.

An organic compound represented by formula (1) and an organic compound represented by formula (2). These organic compounds provide high color purity. ##STR00001## In formulae (1) and (2), R.sub.1 to R.sub.24 are each independently selected from the group consisting of a hydrogen atom and a substituent.

An organic compound that emits red light having a long wavelength is represented by formula (1). In formula (1), R.sub.1 to R.sub.24 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, a silyl group, and a cyano group. ##STR00001##

An organic compound that emits red light having a long wavelength is represented by formula (1). In formula (1), R.sub.1 to R.sub.24 are each independently selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted aryloxy group, a silyl group, and a cyano group. ##STR00001##

Disclosed herein are a colored functionalized paracyclophane represented by Formula (I) and a colored chemical film represented by Formula (II):

##STR00001## wherein A, o, and p in Formula (I) and Formula (II) are as defined herein. The colored chemical film may be formed from the colored functionalized [2,2]paracyclophane by chemical vapor deposition.

Disclosed herein are a colored functionalized paracyclophane represented by Formula (I) and a colored chemical film represented by Formula (II):

##STR00001## wherein A, o, and p in Formula (I) and Formula (II) are as defined herein. The colored chemical film may be formed from the colored functionalized [2,2]paracyclophane by chemical vapor deposition.