Some 4-fluorophenyl derivatives of [60]fullerene;: spontaneous oxidation and oxide-induced fragmentation to C58

被引：20

作者：

Darwish, AD ^{[1
]}

Avent, AG ^{[1
]}

Birkett, PR ^{[1
]}

Kroto, HW ^{[1
]}

Taylor, R ^{[1
]}

Walton, DRM ^{[1
]}

机构：

[1] Univ Sussex, Sch Chem Phys & Environm Studies, Brighton BN1 9QJ, E Sussex, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2001年 / 07期

关键词：

D O I：

10.1039/b102713c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The main products from the reaction of C60Cl6 with fluorobenzene-FeCl3 are C-60(4-FC6H4)(5)Cl, 1,4-(4-FC6H4)(2)C-60 (both of C-s symmetry) and asymmetric C-60(4-FC6H4)(4), accompanied by a small amount of C-60(4-FC6H4)(4)H-2. Exposure of the product to light and air before processing gives other components, including C-60(4-FC6H4)(4)(4-FC6H3)O-2, C-60(4-FC6H4)(5)OH, and C-60(4-FC6H4)(6) (each of C-s symmetry), C-60(4-FC6H4)(4)O-2, C-60(4-FC6H4)(6)O-2, C-60(4-FC6H4)(7)H, and C-60(4-FC6H4)(5)H(OH)(2)/C-60(4-FC6H4)(5)H. The formation of the oxides from air-exposed reaction products emphasises the need for atmospheric protection of fullerene derivatives. Fragmentation of the oxides during EI mass spectrometry occurs readily to give C-58 and derivatives which must contain adjacent pentagons, stabilisation being derived from the presence of a heptagon.

引用

页码：1038 / 1044

页数：7

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