Buckminsterfullerene Synthesis

Buckminsterfullerene (or buckyball) is a spherical fullerene molecule with the formula C60. It has a cage-like fused-ring structure (Truncated icosahedron) which resembles asoccer ball, made of twenty hexagons and twelve pentagons, with a carbon atom at each vertex of each polygon and a bond along each polygon edge.

Reference :

Science 2002295, 1500. (10.1126/science.1068427)

http://www.slideshare.net/anthonycrasto64/anthony-crasto-buckyball

SEQUENCE IS AS FOLLOWS

Chemical structure

Mg, MeCHO

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Et2O
97 %
Grignard Reaction

Chemical structure

PBr3

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PhH
86 % bromination

Chemical structure

Ph3P

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Chemical structure + Chemical structure

LiOEt

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EtOH, CH2Cl2
71 % (2 steps)
Wittig Reaction

Chemical structure

I2, Propylene oxide

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Cyclohexane
92 %

Chemical structure

NBS, Bz2O2

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CCl4
Wohl-Ziegler Reaction

Chemical structure

KCN, n-Bu4N+ HSO4

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CH2Cl2, H2O
93 % (2 steps)

Chemical structure

KOH

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Ethylene Glycol

Chemical structure

SOCl2

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Chemical structure

AlCl3

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CH2Cl2
51 % (3 steps)
Friedel-Crafts Acylation

Chemical structure

TiCl4

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o-Dichlorobenzene
85 %Aldol Condensation

Chemical structure

FVP

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1100 °C, 0.1-1.0 %

Chemical structure

view my presentation

http://www.slideshare.net/anthonycrasto64/anthony-crasto-buckyball

 

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