C60F36 consists of two isomers having T and C3 symmetry

被引:87
作者
Boltalina, OV [1 ]
Street, JM
Taylor, R
机构
[1] Univ Sussex, CPES Sch, Chem Lab, Brighton BN1 9QJ, E Sussex, England
[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1998年 / 03期
关键词
D O I
10.1039/a707286d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C60F36 has been obtained by fluorination of [60]fullerene with MnF3 at 350 degrees C under vacuum. HPLC separation involving elution first with toluene (to separate highly polar C60F18 which has a much longer retention time, and in one run, C60F20 which has a retention time similar to that of C60F18), then with toluene-hexane mixtures, and finally hexane, produces two main fractions of C60F36, each giving a 1404 amu mass spectrum. The F-19 NMR spectrum of the first fraction (which is also the major and more volatile component) consists of 12 lines of equal intensity showing it to have C-3 symmetry. The spectrum of the second fraction consists of three lines of equal intensity, indicating it to be the Tisomer, confirmed by C-13 NMR spectroscopy which shows two lines of equal intensity in the sp(2) region; the ratio of the two fractions is ca. 3:1, respectively. Both the Tisomer and a low energy C-3 isomer contain the C60F18 moiety as a subset. A reason for the failure to observe any of the predicted D-3d isomer is conjectured. The mass spectrum of purified C60F36 shows the presence of a trace of C60F38 (which is more volatile).
引用
收藏
页码:649 / 653
页数:5
相关论文
共 23 条
[1]   PREPARATION OF HYDROFULLERENES BY HYDROGEN RADICAL-INDUCED HYDROGENATION [J].
ATTALLA, MI ;
VASSALLO, AM ;
TATTAM, BN ;
HANNA, JV .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (24) :6329-6331
[2]   A PREDICTION OF THE STRUCTURE OF C60H36 [J].
AUSTIN, SJ ;
BATTEN, RC ;
FOWLER, PW ;
REDMOND, DB ;
TAYLOR, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (07) :1383-1386
[3]   Spectroscopy and photophysics of C60H18 and C60H36 [J].
Bensasson, RV ;
Hill, TJ ;
Land, EJ ;
Leach, S ;
McGarvey, DJ ;
Truscott, TG ;
Ebenhoch, J ;
Gerst, M ;
Ruchardt, C .
CHEMICAL PHYSICS, 1997, 215 (01) :111-123
[4]   He-3 NMR spectra of highly reduced C-60 [J].
Billups, WE ;
Gonzalez, A ;
Gesenberg, C ;
Luo, WM ;
Marriott, T ;
Alemany, LB ;
Saunders, M ;
JimenezVazquez, HA ;
Khong, A .
TETRAHEDRON LETTERS, 1997, 38 (02) :175-178
[5]  
BOCK LD, 1994, J PHYS CHEM-US, V98, P4283
[6]   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
[7]   Preparation and characterisation of C60F18 [J].
Boltalina, OV ;
Markov, VY ;
Taylor, R ;
Waugh, MP .
CHEMICAL COMMUNICATIONS, 1996, (22) :2549-2550
[8]   Preparation of C60F36 and C70F36/38/40 [J].
Boltalina, OV ;
Borschevskii, AY ;
Sidorov, LN ;
Street, JM ;
Taylor, R .
CHEMICAL COMMUNICATIONS, 1996, (04) :529-530
[9]  
BUHL M, 1995, J AM CHEM SOC, V117, P4623
[10]  
BUHL M, COMMUNICATION