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

[1] Isolation of 1-tert-butyl-1, 4-dihydro[60]fullerene and its base-catalysed rearrangement to the 1,2-dihydro[60]fullerene analogue
Univ of Reading, Reading, United Kingdom
J Phys Chem Solids, 11 (1925-1927):
[2] Proton migration on the [60]fullerene cage of 1-tert-butyl-1,4-dihydro[60]fullerene to yield the 1,2-isomer
Banim, F
Cardin, DJ
Heath, P
CHEMICAL COMMUNICATIONS, 1997, (01) : 25 - 26
[3] Synthesis of a 1,2-dihydro[60]fullerylglycine derivative by a novel cyclopropane ring opening of a methano[60]fullerene
Burley, GA
Keller, PA
Pyne, SG
Ball, GE
CHEMICAL COMMUNICATIONS, 1998, (22) : 2539 - 2540
[4] Redox properties of 1,2-dihydro[60]fullerene derivatives with electron-withdrawing substituents
Irngartinger, H
Weber, A
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1999, 54 (12): : 1573 - 1576
[5] Functionalization of [60]fullerene by photoinduced electron transfer (PET): Syntheses of 1-substituted 1,2-dihydro [60]fullerenes
Siedschlag, C
Luftmann, H
Wolff, C
Mattay, J
TETRAHEDRON, 1997, 53 (10) : 3587 - 3592
[6] Synthesis of a 1,2-dihydro[60]fullerylglycine derivative by a novel cyclopropane ring opening of a methano[60]fullerene (pg 2539, 1998)
Burley, GA
Keller, PA
Pyne, SG
Ball, GE
CHEMICAL COMMUNICATIONS, 1999, (01) : 105 - 105
[7] X-ray structure of 1'-(2-methoxyethoxymethyl)triazolinyl[4',5':1,2]-1,2-dihydro[60]fullerene
Nuber, B
Hampel, F
Hirsch, A
CHEMICAL COMMUNICATIONS, 1996, (15) : 1799 - 1800
[8] The supramolecular structure of 1,4-bis(9-fluorenyl)-1,4-dihydro[60]fullerene with hexahomotrioxacalix[3]arene in the solid state
Tsubaki, K
Murata, Y
Komatsu, K
Kinoshita, T
Fuji, K
HETEROCYCLES, 1999, 51 (11) : 2553 - 2556
[9] SYNTHESIS OF 1,2-(2,3-DIHYDRO-1H-AZIRINO)-[60]FULLERENE, THE PARENT FULLEROAZIRIDINE
AVERDUNG, J
LUFTMANN, H
MATTAY, J
CLAUS, KU
ABRAHAM, W
TETRAHEDRON LETTERS, 1995, 36 (17) : 2957 - 2958
[10] Synthesis of disubstituted 1,2-dihydro[60]fullerenes with well-defined structure by addition of 1-alkoxy-1-chloroethanes to 2-(1-octynyl)-1,2-dihydro[60]fulleren-1-ide ion
Okamura, H
Murata, Y
Minoda, M
Komatsu, K
Miyamoto, T
Wan, TSM
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (24): : 8500 - 8502

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