Langmuir-Blodgett Film of Amphiphilic C60 Carboxylic Acid

Matsumoto, Mutsuyoshi; Tachibana, Hiroaki; Azumi, Reiko; Tanaka, Mieko; Nakamura, Takayoshi; Yunome, Gen; Abe, Masahiko; Yamago, Shigeru; Nakamura, Eiichi

doi:10.1021/la00002a051

Cited by 87 publications

(59 citation statements)

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“…4 top left), we calculate an average area per molecule a M = 0.88 nm 2 , which is in good agreement with our previous findings [21] and experimental Langmuir-Blodgett data [41]. However, above the CRC the corresponding spherical vesicle consisting of a single bilayer would only leave an area per molecule of a M = 0.42 nm 2 , not enough to pack the fullerene bodies.…”

Section: Aggregate Microstructuressupporting

confidence: 91%

Multilayer vesicles and vesicle clusters formed by the fullerene-based surfactant C60(CH3)5K

Bürger

Hao

Qian

et al. 2004

Journal of Colloid and Interface Science

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Section: Aggregate Microstructuressupporting

confidence: 91%

Multilayer vesicles and vesicle clusters formed by the fullerene-based surfactant C60(CH3)5K

Bürger

Hao

Qian

et al. 2004

Journal of Colloid and Interface Science

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“…The detergent-like 35 forms a Langmuir-Blodgett film, which has been layered on mica (ref. 43) Initially our humble efforts in bioorganic research with the aid of strained molecules thus proved rewarding. With all the efficiency of organic reactions and physical analyses, we are entering into an era, in which synthetic chemist can make full use of his or her ability to create fascinating new molecules-one of the prime objectives of synthetic chemistry.…”

Section: Resultsmentioning

confidence: 99%

Synthetic Chemistry of Cyclopropenone Acetals. Penitricin and Buckminsterfullerene.

Nakamura

1994

J. Syn. Org. Chem., Jpn.

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A variety of substituted cyclopropenone acetals have been prepared and studied for the purpose of gaining further insights into their organometallic and thermal chemistry. Acidic hydrolysis of the acetals gave the corresponding cyclopropenones, among these are a naturally occurring cyclopropenone antibiotic, penitricin. A new class of cysteine protease inhibitor can be realized if the penitricin moiety is contrived as a dipeptide-like binding site. Thermolysisbf substituted cyclopropenone acetals generates vinyl carbene species that undergo [1 + 2] and [3 + 2] cycloadditions to electrondeficient olefins. The cyclopropenone acetal also serves as a precursor to a dipolar trimethylenemethane. The vinyl carbene and the trimethylenemethane species undergo cycloaddition to give buckminsterfullerenes, with which the various organic derivatives of fullerenes generated have been shown to exhibit photo-induced cytotoxicity, DNA cutting activity and enzyme inhibition.

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“…After cooling, 30 mL of water was added to the mixture and then benzene was removed by rotary evaporation and the product filtered. Found: C,61.90;H;10.18;N,10.14. Mp: 103-105°C.…”

Section: Methodsmentioning

confidence: 99%

Preparation and Characterization of Novel Amphiphilic C₆₀ Derivatives

Zhu

Liu

et al. 1997

J. Org. Chem.

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Amphiphilic C(60) derivatives of [(ethoxycarbonyl)decylene]fullerene and bis[(ethoxycarbonyl)decylene]fullerene, which are used to obtain organized molecular films by the LB technique, were prepared by the reaction of C(60) with diazo compounds. They were characterized by IR, UV-vis, (1)H-NMR, (13)C-NMR, and FD-MS. Direct evidence confirmed that the [6,5]-fullerenoid is the thermodynamically more stable isomer. It was converted from the arrangement of a [6,6]methanofullerene rather than a reaction product in 6,5 double bonds. A carbene mechanism is suggested for the reaction.

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Langmuir-Blodgett Film of Amphiphilic C60 Carboxylic Acid

Cited by 87 publications

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Multilayer vesicles and vesicle clusters formed by the fullerene-based surfactant C60(CH3)5K

Multilayer vesicles and vesicle clusters formed by the fullerene-based surfactant C60(CH3)5K

Synthetic Chemistry of Cyclopropenone Acetals. Penitricin and Buckminsterfullerene.

Preparation and Characterization of Novel Amphiphilic C₆₀ Derivatives

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Langmuir-Blodgett Film of Amphiphilic C60 Carboxylic Acid

Cited by 87 publications

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Multilayer vesicles and vesicle clusters formed by the fullerene-based surfactant C60(CH3)5K

Multilayer vesicles and vesicle clusters formed by the fullerene-based surfactant C60(CH3)5K

Synthetic Chemistry of Cyclopropenone Acetals. Penitricin and Buckminsterfullerene.

Preparation and Characterization of Novel Amphiphilic C60 Derivatives

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Preparation and Characterization of Novel Amphiphilic C₆₀ Derivatives