Fluorine takes a hike:: remarkable room-temperature rearrangement of the C1 isomer Of C60F36 into the C3 isomer via a 1,3-fluorine shift

被引：37

作者：

Avent, AG ^{[1
]}

Taylor, R ^{[1
]}

机构：

[1] Univ Sussex, Chem Lab, CPES Sch, Brighton BN1 9QJ, E Sussex, England

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 22期

关键词：

D O I：

10.1039/b208670k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In a toluene/CDCl3 solution at room temperature, the C-1 isomer of C60F36 rearranges into the C-3 isomer over a period of four days, as a result of a unique 1,3-shift of fluorine; this rare example of addend migration across a fullerene cage surface is accelerated by air.

引用

页码：2726 / 2727

页数：2

共 18 条

[1] The [4+2] cycloaddition of anthracene with C60F18;: anthracene goes ring walking [J].

Avent, AG ;

Boltalina, OV ;

Street, JM ;

Taylor, R ;

Wei, XW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2001, (06) :994-997

[2] C60F36:: there is a third isomer and it has C1 symmetry [J].

Avent, AG ;

Clare, BW ;

Hitchcock, PB ;

Kepert, DL ;

Taylor, R .

CHEMICAL COMMUNICATIONS, 2002, (20) :2370-2371

[3] MULTIPLE ADDITIONS OF VASKA-TYPE IRIDIUM COMPLEXES TO C-60 - PREFERENTIAL CRYSTALLIZATION OF THE PARA DOUBLE ADDITION-PRODUCTS C-60(IR(CO)CL(PME(3))(2))2-CENTER-DOT-2C6H6 AND C-60(IR(CO)CL(PET(3))(2))CENTER-DOT-2C6H6) [J].

BALCH, AL ;

LEE, JW ;

NOLL, BC ;

OLMSTEAD, MM .

INORGANIC CHEMISTRY, 1994, 33 (23) :5238-5243

[4] Reductive electrolysis of [60]fullerene mono-methanoadducts in THF leads to the formation of bis-adducts in high yields [J].

Beulen, MWJ ;

Rivera, JEA ;

Herranz, MA ;

Martín-Domenech, A ;

Martín, N ;

Echegoyen, L .

CHEMICAL COMMUNICATIONS, 2001, (05) :407-408

[5] PREPARATION AND CHARACTERIZATION OF C60BR6 AND C60BR8 [J].

BIRKETT, PR ;

HITCHCOCK, PB ;

KROTO, HW ;

TAYLOR, R ;

WALTON, DRM .

NATURE, 1992, 357 (6378) :479-481

[6] Isolation of oxides and hydroxides derived from fluoro[60]fullerenes [J].

Boltalina, O ;

Holloway, JH ;

Hope, EG ;

Street, JM ;

Taylor, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (09) :1845-1850

[7] Formation of C60F48 and fluorides of higher fullerenes [J].

Boltalina, OV ;

Sidorov, LN ;

Bagryantsev, VF ;

Seredenko, VA ;

Zapolskii, AS ;

Street, JM ;

Taylor, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (11) :2275-2278

[8] C60F36 consists of two isomers having T and C3 symmetry [J].

Boltalina, OV ;

Street, JM ;

Taylor, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1998, (03) :649-653

[9] The 3He NMR spectra of C60F18 and C60F36;: the parallel between hydrogenation and fluorination [J].

Boltalina, OV ;

Bühl, M ;

Khong, A ;

Saunders, M ;

Street, JM ;

Taylor, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (07) :1475-1479

[10]

BOLTALINA OV, UNPUB

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