142482-13-1

Basic information

• Product Name: 1,2-Dihydro<60>fullerene
• CAS NO: 142482-13-1
• Molecular Weight: 722.676
• Mol File: 142482-13-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1,2-Dihydro<60>fullerene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dihydro<60>fullerene(142482-13-1)
• EPA Substance Registry System: 1,2-Dihydro<60>fullerene(142482-13-1)

Safety Data

• Hazardous Substances Data: 142482-13-1(Hazardous Substances Data)

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 925-90-6 ethylmagnesium bromide 
• 99685-96-8 fullerene-C₆₀ 
• 224182-08-5 N-(2-naphthalene-methylidene)benzenesulfonamide 
• 158293-42-6 4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide 
• 49557-76-8 N-(4-methoxybenzylidene)benzenesulfonamide 
• 142819-52-1 4-methyl-N-(thiophen-3-ylmethylene)-benzenesulfonamide 
• 36216-15-6 4-methyl-N-(naphthalen-1-ylmethylene)benzenesulfonamide 
• 17692-84-1 N-(2-naphthylidene)-4-methylbenzenesulfonamide 
• 75159-10-3 N-(4-methylbenzylidene)-p-toluenesulfonamide 
• 24865-82-5 N-(4-methylbenzylidene)benzenesulfonamide 
• 52960-67-5 4-chloro-benzenesulfonic acid-(4-dimethylamino-benzylidenamide) 
• 14674-38-5 N-(4-methoxybenzylidene)-p-toluenesulfonamide 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 

Downstream Products

• 99685-96-8 fullerene-C₆₀ 
• 215032-28-3 1-diphenylmethyl-1,2-dihydro[60]fullerene 

Relevant articles and documents

Photoinduced reactions of tertiary amines with [60]fullerene; addition of an α-C-H bond of amines to [60]fullerene

The photochemical reaction of [60]fullerene with RNMe2 (R = Ph and Me) gives an adduct (1, R = Ph; 2, R = Me) formed by the addition of an α-C-H bond of the amine to a 6/6 ring junction of [60]fullerene; 2 on further irradiation in the presence

Evolution of late transition-metal-catalyzed intermolecular reductive coupling reaction of [60]fullerene and N-sulfonylaldimines: Competing formation of hydrobenzylated [60]fullerenes and 1,2-dihydrofullerene

A system based on late transition-metal halides, phosphanes, water, and reducing agents in 1,2-dichlorobenzene can efficiently catalyze the intermolecular reductive coupling of [60]fullerene with N-sulfonylaldimines to afford novel 1,2-hydrobenzylated [60]fullerene derivatives. We found that both group VII B metals (cobalt, rhodium, iridium) and group VIII B metals (nickel, palladium, platinum) perform this coupling reaction. A control experiment in the absence of aldimines produced C60H2, which showed that the reaction might proceed via a [60]fullerene metal complex [M(η2-C60)(ligand)]. An isotope labeling experiment with D2O as deuterium source resulted in deuterioaryzilation with deuterium bonded to the sp3-carbon of C60, providing evidence of a five-membered azametallacycle intermediate. Evaluation of the scope of reductive coupling reaction with versatile aldimines gave access to the hydroaryzilation products. All the reductive coupling products were completely characterized by IR and NMR spectroscopy and ESI mass spectrometry. A possible reaction mechanism based on these results is proposed. This discovery of the formation of reductive coupling compounds and metal-catalyzed formation of C60H2 are both new to metal catalysis and fullerene chemistry. A system based on late transition-metal halides, phosphanes, water, and reducing agents in o-DCB can efficiently catalyze intermolecular reductive coupling between [60]fullerene and N-sulfonylaldimines to afford new 1,2-hydrobenzylated [60]fullerene derivatives. The reaction yields are moderate, due to the formation of C60H2 as a byproduct. A possible reaction mechanism is proposed. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

One-step synthesis of fullerene hydride C60H2 via hydrolysis of acylated fullerenes

(Figure Presented) The hitherto unexplored class of acylated fullerene compounds has been shown to be excellent C60H2 precursors. Upon a simple treatment with basic Al2O3, they are hydrolyzed quantitatively into