Isolation of 1-tert-butyl-1,4-dihydro[60]fullerene, and its base-catalysed rearrangement to the 1,2-dihydro[60]fullerene analogue

被引：3

作者：

Banim, F ^{[1
]}

Cardin, DJ ^{[1
]}

Heath, P ^{[1
]}

机构：

[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England

来源：

JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS | 1997年 / 58卷 / 11期

关键词：

D O I：

10.1016/S0022-3697(97)00078-4

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reaction of tert-butyllithium with [60]fullerene followed by acid quench affords the 1-tert-butyl-1,4-dihydrofullerene, which can be isolated substantially pure. The solid material appear; to be indefinitely stable, but in solution undergoes base-catalysed rearrangement to the 1,2-isomer. The kinetics and energy of activation for this rearrangement are presented. (C) 1997 Elsevier Science Ltd.

引用

页码：1925 / 1927

页数：3

共 39 条

[31] Single step first synthesis of a 3,6-dihydro-1,2-dithiin from its parent 1,4-dithioketone via a stereospecific rearrangement
Salama, P
Poirier, M
TETRAHEDRON-ASYMMETRY, 1997, 8 (16) : 2757 - 2760
[32] Spectral behavior of cis-2′,5′-dipyridinylpyrrolidino[3′,4′:1,2] [60]fullerene and its coordination complex with zinc porphyrin (ZnTPP)
Yin, G
Xu, DP
Xu, Z
CHEMICAL PHYSICS LETTERS, 2002, 365 (3-4) : 232 - 236
[33] Stereoselective Cycloaddition of Dibenzoxazepinium Ylides to Acetylenes and Fullerene C60. Conformational Behavior of 3-Aryldibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine Systems
Khlebnikov, Alexander F.
Novikov, Mikhail S.
Petrovskii, Petr P.
Konev, Alexander S.
Yufit, Dmitrii S.
Selivanov, Stanislav I.
Frauendorf, Holm
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (15): : 5211 - 5215
[34] Complex Formation of Cobalt(II) Octakis(3,5-di-tert-butylphenoxy)phthalocyanine with 2′-(Pyridin-4-yl)-5′-(Pyridin-2-yl)-1′-(Pyridin-2-ylmethyl)-2′,4′-Dihydro-1′H-Pyrrolo[ 3′,4′:1,2][C60-Ih][5,6]fullerene
N. G. Bichan
E. N. Ovchenkova
T. N. Lomova
Russian Journal of Inorganic Chemistry, 2018, 63 : 1453 - 1460
[35] Complex Formation of Cobalt(II) Octakis(3,5-di-tert-butylphenoxy)phthalocyanine with 2-(Pyridin-4-yl)-5-(Pyridin-2-yl)-1-(Pyridin-2-ylmethyl)-2,4-Dihydro-1H-Pyrrolo[3,4:1,2][C60-Ih][5,6]fullerene
Bichan, N. G.
Ovchenkova, E. N.
Lomova, T. N.
RUSSIAN JOURNAL OF INORGANIC CHEMISTRY, 2018, 63 (11) : 1453 - 1460
[36] First synthesis of a new fullerene oximes bis(9-[hydroxo]-1-[1′-hydroxymino-2′-oxo-2′-alkyl-ethyl])1,9-dihydro-[C60-Ih][5,6]fullerenes via reaction of C60 with ketones and NaNO2 promoted by HCl
Bulgakov, Ramil G.
Kinzyabaeva, Zemfira S.
FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2016, 24 (07) : 441 - 445
[37] Cobalt(II) porphyrin axially coordinated with 2′-(pyridin-4-yl)-5′-(pyridin-2-yl)-1′-(pyridin-2-ylmethyl)-2′,4′-dihydro-1′H-pyrrolo[ 3′,4′: 1,2](C60 -Ih)[5,6]fullerene: formation, chemical structure, and spectroscopic properties
Bichan, N. G.
Ovchenkova, E. N.
Kudryakova, N. O.
Lomova, T. N.
JOURNAL OF COORDINATION CHEMISTRY, 2017, 70 (14) : 2371 - 2383
[38] Isolation of methyl (RS)-1-tert-butoxycarbonyl-3-cyanomethyl-1,2-dihydro-2-oxo-5H-pyrrole-5-carboxylate, the key-intermediate in base-catalyzed formation of racemic products by 1,3-dipolar cycloadditions to methyl (S)-1-tert-butoxycarbonyl-3-[(E)cyanomethylidene]-2-pyrrolidinone-5-carboxylate
Skof, M
Pirc, S
Recnik, S
Svete, J
Stanovnik, B
Golic, L
Selic, L
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (05) : 957 - 963
[39] Borenium and boronium ions of 5,6-dihydro-dibenzo[c,e][1,2]azaborinine and the reaction with non-nucleophilic base: trapping of a dimer and a trimer of BN-phenanthryne by 4,4′-di-tert-butyl-2,2′-bipyridine
Hahn, Jennifer
Biswas, Sunanda
Maichle-Moessmer, Caecilia
Schrenk, Claudio
Schnepf, Andreas
Bettinger, Holger F.
PURE AND APPLIED CHEMISTRY, 2018, 90 (04) : 711 - 722

← 1 2 3 4 →