From major to minor and back—a decisive assessment of C60H36 with respect to the Birch reduction of C60

Vasil’ev, Yury V.; Wallis, Darren; Nüchter, Matthias; Ondruschka, Bernd; Лобач, А. С.; Drewello, Thomas

doi:10.1039/b003882m

Cited by 41 publications

(40 citation statements)

References 18 publications

(24 reference statements)

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“…It can dissolve metallic lithium to form a deep blue solution, which is widely used for hydrogenation of aromatic hydrocarbons and various carbon allotropes [26][27][28][29]. In this work, we used this Li/liquid ammonia solution to synthesize a lithium intercalated graphite precursor in order to obtain few-layer graphene nanosheets on a large scale.…”

Section: Resultsmentioning

confidence: 98%

Lithium-assisted exfoliation of pristine graphite for few-layer graphene nanosheets

Sun

Shen

et al. 2014

Nano Res.

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A lithium-assisted approach has been developed for the exfoliation of pristine graphite, which allows the large-scale preparation of few-layer graphene nanosheets. The process involves an unexpected physical insertion and exfoliation, and the graphene nanosheets prepared by this method reveal undisturbed sp 2 -hybridized structures. A possible two-step mechanism, which involves the negative charge being trapped around the edges of the graphite layers and a subsequent lithiation process, is proposed to explain the insertion of lithium inside the graphite interlayers. If necessary, the present exfoliation can be repeated and thinner (single or 2-3 layer) graphene can be achieved on a large scale. This simple process provides an efficient process for the exfoliation of pristine graphite, which might promote the future applications of graphene.

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Section: Resultsmentioning

confidence: 98%

Lithium-assisted exfoliation of pristine graphite for few-layer graphene nanosheets

Sun

Shen

et al. 2014

Nano Res.

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“…The application of MALDI has been greatly improved through the evaluation of matrix materials suited for the analysis of the respective fullerene-based compounds [11][12][13][14][15]. For most organic fullerene derivatives the ion formation in MALDI seems to involve predominately electron transfer, leading to positive and/or negative molecular ions rather than to protonated and/or deprotonated species.…”

mentioning

confidence: 99%

Alkali cation attachment to derivatized fullerenes studied by matrix-assisted laser desorption/ionization

Fati

Leeman

Vasil’ev

et al. 2002

J. Am. Soc. Mass Spectrom.

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The complexation of alkali metal ions with amphiphilic fullerene derivatives has been investigated by matrix-assisted laser desorption/ionization (MALDI) time-of-flight (TOF) mass spectrometry. The formation of analyte ions occurs via two competing mechanisms including electron transfer from matrix-derived ions and metal ion attachment. The interplay of these processes has been examined by laser fluence dependent sample activation and by variation of the target composition. The attachment of metal ions has been established as the gentler and thus more efficient route towards the formation of intact analyte ions. Investigations into the metal ion complexation have been conducted to reveal the reactivity order of the alkali metals in these reactions and to elucidate the influence of structural differences of the analytes, as well as to unravel effects caused by the anionic counter ion of the metal. The experimental data have been derived by two complementary approaches. Competing reactants were either studied simultaneously, so that the product distribution would provide direct insight into the reactivity pattern, and/or product distributions were obtained in a large variety of separate experiments and normalized for reliable comparison. It has been found that the extent to which complexation is observed follows the charge density order of the alkali metal ions. The structural features of the fullerene-attached ligands were of profound influence on the attachment of the metal ion, inducing enhanced selectivity for the complexation with less reactive metals. The metal ion attachment is reduced with the use of smaller anionic counter ions. Rationalization of these findings is provided within the framework of the mechanisms of ion formation in

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“…[10,29] Difficulties with product stability resulted in some debate as to whether C 60 H 36 was the primary product of the reaction, [33] but subsequent work has confirmed that C 60 H 36 is indeed the major product. [30,68] Since the initial report describing the Birch reduction, several other routes to C 60 H 36 have been reported. [8,10,27] Rüchardt and co-workers have shown that it is possible to synthesize either C 60 H 18 or C 60 H 36 selectively by transfer hydrogenation.…”

Section: (D) C 60 H 36 and C 60 H 18mentioning

confidence: 99%

The Synthesis and Characterization of Fullerene Hydrides

et al. 2001

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From major to minor and back—a decisive assessment of C60H36 with respect to the Birch reduction of C60

Cited by 41 publications

References 18 publications

Lithium-assisted exfoliation of pristine graphite for few-layer graphene nanosheets

Lithium-assisted exfoliation of pristine graphite for few-layer graphene nanosheets

Alkali cation attachment to derivatized fullerenes studied by matrix-assisted laser desorption/ionization

The Synthesis and Characterization of Fullerene Hydrides

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