Photoinduced Dithiolation of Fullerene[60] with Dendrimer Disulfide

Abstract

A new fullerodendrimer having fullerene–sulfur bonds as a linkage was prepared by the use of a binary system of organic dichalcogenide. Aggregation of the fullerodendrimer on mica surface was observed by atomic force microscopy (AFM) experiment.

Photoinduced isomerization of allyl alcohols to carbonyl compounds using dendrimer disulfide as catalyst

“…Other solvents and reagents were used as received without further purification. Dendrimer disulfide 12 and 13 were synthesized according to the previously reported method [10,12].…”

“…Sulfanyl radical generated by homolytic cleavage of the S-S bond plays important roles in photoinitiated reactions such as sulfenylation of aryl halides [3] and hindered phenols [4], vinyl polymerization [5], and vicinal dichalcogenation of unsaturated compounds [6][7][8][9][10]. A few examples of transformation of the functional groups using photoreaction of disulfide were also reported [11].…”

Hierarchical structures of dendritic polymers

“…Fullerodendrons consist of PAMAM dendrons diverging from the focal point of C 60 aggregates in micelles of ca 46 nm in diameter with a narrow dispersion in a chloroform solution 75. When the solution is spread on a mica substrate and dried, circular islands of 100–220 nm in diameter and 3–5 nm in height are observed.…”

Dithiolation of [70]Fullerene with Aliphatic Primary Thiols in the Presence of n-Butylamine via Aerobic Oxidation Reaction

“…Notably, thiolation of fullerenes have shown some important impacts on the derivatives such as the case of open-cage fullerenes, where an expansion of the orifices and thiafullerenes with one sulfur atom incorporated into the carbon skeleton are resulted . Currently, the formation of the C 2 n –S ( n = 30, 35) bonds is mainly achieved with reagents including thioacrylamides, benzothiet, thiadiazolidinones, dendrimer disulfide, 1,4-dithiane-2,5-diol, aryl isothiocyanates, , sulfur, and CS 2 , where an intramolecular nucleophilic addition of the in situ generated thiols to C 60 is observed during the reaction of C 60 with 1,4-dithiane-2,5-diol and N -methylglycine, affording the cis -1 bicyclic-fused fullerene derivative . As for thiolation with thiols, it is typically achieved via an indirect manner by reacting with multiple chlorinated fullerenes (C 60 Cl 6 or C 70 Cl 10 ) rather than pristine fullerenes, with the production of pentathiolated fullerene derivatives (C 2 n (SR) 5 H, n = 30 or 35) .…”