Hydrogenation of buckminsterfullerene C60 via Hydrozirconation: A new way to organofullerenes

Ballenweg, Stephan; Gleiter, Rolf; Krätschmer, Wolfgang

doi:10.1016/s0040-4039(00)79214-8

Cited by 116 publications

(45 citation statements)

References 16 publications

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“…For LC of hydrogenated derivatives of C60 and C70 a C18 reverse-phase column with acetonitrile-toluene mobile phase [13], Buckyclutcher column with hexane-toluene eluent [14,15], BuckySep column with tolueneacetonitrile mobile phase [16] and Cosmosil column with toluene eluent [17] [14]. C60H6-C60H48 derivatives could not be completely separated.…”

Section: Introductionmentioning

confidence: 99%

HPLC separation of hydrogenated derivatives of buckminsterfullerene

Bucsi¹,

Szabó

Aniszfeld

et al. 1998

Chromatographia

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SummaryThe effect of composition and flow rate of the mobile phase on the HPLC separation of hydrogenated buckminsterfullerene (C60Hn n = 2-38) was investigated on BuckySep column. Toluene was used as the basic solvent and hexane, heptane, cyclohexane, THE acetonitrile, acetone, ethanol and 2-propanol as co-solvents. The fraction of co-solvents was varied 10-80 %, and the flow rate 1-0.1 mL min -1. Toluene-acetonitrile 65:35 and toluene-acetone 50:50 provided the best separation. Under the best conditions complete separation of C60H2 and almost complete separation of the four most abundant isomers of C60H4 were achieved. Separation of derivatives with higher hydrogen content was very poor.

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Section: Introductionmentioning

confidence: 99%

HPLC separation of hydrogenated derivatives of buckminsterfullerene

Bucsi¹,

Szabó

Aniszfeld

et al. 1998

Chromatographia

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“…Hydrogenated fullerenes, C 60 H 2 ,C 60 H 4 ,a n dC 60 H 6 , have been prepared by hydroboration [35,36], hydrozirconation [37], rhodium-catalyzed hydrogenation [38], diimide [39] and hydrazine [40] reduction, dissolving metal reduction [41,42], photoinduced-electron-transfer reduction with 10-methyl-9,10-dihydroacridine [43,44], and ultrasonic irradiation in decahydronaphthalene [45]. In many cases, a mixture of C 60 ,C 60 H 2 ,a n dC 60 H n (n > 2) is obtained [46].…”

Section: Hydrogenation Of Fullerenementioning

confidence: 99%

Hydrogenation of Fullerene C60: Material Design of Organic Semiconductors by Computation

Tokunaga¹

2012

Hydrogenation

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“…There have been various metallofullerene complexes M-C 60 bond across the periodic table. [10, [16][17][18][19][20][21][22] The chemistry of metal-C 60 cluster σ complexes has remained relatively unexplored, although such complexes are very important in the selective functionalization of C 60 . [22,[27][28][29][30][31] Herein, we show that the η 1 and η 2 [6:5] bonding modes of M-C 60 are crucial to fully understanding the bonding nature of M-C 60 bonds in exohedral metallofullerene complexes.…”

Section: Introductionmentioning

confidence: 99%

[60]Fullerene–Metal Cluster Complexes: Understanding Novel η¹ and η^2[6:5] Bonding Modes of Metallofullerenes

Han

Kim

et al. 2010

Eur J Inorg Chem

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We performed extensive density functional calculations on various metallofullerene complexes and their polyanions to gain insight into novel η1 and η2[6:5] metal (M)–C60 bonding modes. For LnMC60 (L = ligand), the η1 mode is calculated to be the most stable, followed by η2[6:5] and η2[6:6] for –3 anions, in contrast to η2[6:6] >> η2[6:5] ≈ η1 for neutral cases. This observation is responsible for the transformation from η2[6:6] to η1 for LnM3C60, such as [Os3(CO)9C60], upon successive electron reductions. Our energy partitioning analysis (EPA) indicates that the π‐type character of η2[6:6] is much larger than that of η2[6:5]. An electron addition decreases the π‐type interaction of both the η2[6:6] and η2[6:5] modes by about 35 %, whereas it has little effect on σ‐type interactions. Because of the large proportion of π‐character in η2[6:6] coordination, the stability of η2[6:6] coordination decreases steeply as electron reductions continue. On the basis of the EPA results, we could explain why the reaction of [Os3(CO)8(CNR)(μ3‐η2[6:6],η2[6:6],η2[6:6]‐C60)] (R = CH2Ph) with CNR (4e donor) produces [Os3(CO)8(CNR)(μ3‐CNR)(μ3‐η1,η2[6:5],η1‐C60)]. The η1 and η2[6:5] bonding modes of M–C60 are crucial to fully understand the bonding nature of M–C60 bonds in exohedral metallofullerene complexes.

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Hydrogenation of buckminsterfullerene C60 via Hydrozirconation: A new way to organofullerenes

Cited by 116 publications

References 16 publications

HPLC separation of hydrogenated derivatives of buckminsterfullerene

HPLC separation of hydrogenated derivatives of buckminsterfullerene

Hydrogenation of Fullerene C60: Material Design of Organic Semiconductors by Computation

[60]Fullerene–Metal Cluster Complexes: Understanding Novel η¹ and η^2[6:5] Bonding Modes of Metallofullerenes

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Hydrogenation of buckminsterfullerene C60 via Hydrozirconation: A new way to organofullerenes

Cited by 116 publications

References 16 publications

HPLC separation of hydrogenated derivatives of buckminsterfullerene

HPLC separation of hydrogenated derivatives of buckminsterfullerene

Hydrogenation of Fullerene C60: Material Design of Organic Semiconductors by Computation

[60]Fullerene–Metal Cluster Complexes: Understanding Novel η1 and η2[6:5] Bonding Modes of Metallofullerenes

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[60]Fullerene–Metal Cluster Complexes: Understanding Novel η¹ and η^2[6:5] Bonding Modes of Metallofullerenes