TY - JOUR
T1 - Dissolving Metal Reductions of Fullerenes
AU - Bergosh, Robert G.
AU - Meier, Mark S.
AU - Laske Cooke, Janeen A.
AU - Peter Spielmann, H.
AU - Weedon, Brad R.
PY - 1997
Y1 - 1997
N2 - Treatment of fullerenes with reducing metals and a proton source leads to the formation of hydrogenated fullerenes (C60Hn and C70Hn). The reaction of C60 with a variety of metals was investigated, using metals that span a broad range of reducing power, from tin (E° = -0.14 V) to magnesium (E° = -2.36 V). We report useful synthetic routes to a number of reduced fullerenes, including C60H2, C60H4, and C60H6, and we have determined that, despite the huge number of isomers that are possible, a small number are actually formed in these cases. For example, only two isomers of C60H6 are obtained in the Zn(Cu) reduction of C60, in a 6:1 ratio. Three isomers of C70H10 are produced, in ratios that are dependent on reaction time.
AB - Treatment of fullerenes with reducing metals and a proton source leads to the formation of hydrogenated fullerenes (C60Hn and C70Hn). The reaction of C60 with a variety of metals was investigated, using metals that span a broad range of reducing power, from tin (E° = -0.14 V) to magnesium (E° = -2.36 V). We report useful synthetic routes to a number of reduced fullerenes, including C60H2, C60H4, and C60H6, and we have determined that, despite the huge number of isomers that are possible, a small number are actually formed in these cases. For example, only two isomers of C60H6 are obtained in the Zn(Cu) reduction of C60, in a 6:1 ratio. Three isomers of C70H10 are produced, in ratios that are dependent on reaction time.
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U2 - 10.1021/jo970878h
DO - 10.1021/jo970878h
M3 - Article
AN - SCOPUS:0000992288
SN - 0022-3263
VL - 62
SP - 7667
EP - 7672
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 22
ER -