Isolation and characterisation of bis(oxahomo)fullerene derivatives of C60F18

被引:21
作者
Boltalina, OV
de La Vaissière, B
Lukonin, AY
Fowler, PW
Abdul-Sada, AK
Street, JM
Taylor, R [1 ]
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
[3] Univ Exeter, Sch Chem, Exeter EX4 4QD, Devon, England
[4] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2001年 / 04期
关键词
D O I
10.1039/b007935i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
From the products of the reaction of [60]fullerene with K2PtF6 under vacuum at 465 degreesC we have isolated seven isomers of C60F18O2, and characterized them by EI mass spectrometry, IR and F-19 NMR spectroscopy (both 1 D and 2 D). Comparison with data for mono-oxides and the observed lack of connectivity between the fluorines attached to carbons adjacent to oxygen, indicate that these compounds are diethers with oxygen inserted between fluorinated carbons. Structures proposed on the basis of the NMR spectra and semiempirical calculations are found to be consistent with HPLC retention times.
引用
收藏
页码:550 / 556
页数:7
相关论文
共 19 条
[1]   Isolation and characterisation of C60F16;: a key to understanding fullerene addition patterns [J].
Avent, AG ;
Boltalina, OV ;
Lukonin, AY ;
Street, JM ;
Taylor, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2000, (07) :1359-1361
[2]   Synthesis of [70]azafulleroids: Investigations of azide addition to C-70 [J].
BellaviaLund, C ;
Wudl, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (05) :943-946
[3]   C60F18O, the first characterised intramolecular fullerene ether [J].
Boltalina, OV ;
de La Vaissière, B ;
Fowler, PW ;
Hitchcock, PB ;
Sandall, JPB ;
Troshin, PA ;
Taylor, R .
CHEMICAL COMMUNICATIONS, 2000, (14) :1325-1326
[4]   Isolation and characterisation of two oxahomofullerene derivatives of C60F18 [J].
Boltalina, OV ;
de La Vaissière, B ;
Fowler, PW ;
Lukonin, AY ;
Abdul-Sada, AK ;
Street, JM ;
Taylor, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2000, (11) :2212-2216
[5]   Preparation and characterisation of C60F18 [J].
Boltalina, OV ;
Markov, VY ;
Taylor, R ;
Waugh, MP .
CHEMICAL COMMUNICATIONS, 1996, (22) :2549-2550
[6]   REACTION OF [60]FULLERENE WITH DIETHYL DIAZIDOMALONATE - A DOUBLY BRIDGED FULLEROID [J].
DONG, GX ;
LI, JS ;
CHAN, TH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (17) :1725-1726
[7]   RING EXPANSION OF THE FULLERENE CORE BY HIGHLY REGIOSELECTIVE FORMATION OF DIAZAFULLEROIDS [J].
GROSSER, T ;
PRATO, M ;
LUCCHINI, V ;
HIRSCH, A ;
WUDL, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (12) :1343-1345
[8]   DENDRITIC FULLERENES - A NEW APPROACH TO POLYMER MODIFICATION OF C-60 [J].
HAWKER, CJ ;
WOOLEY, KL ;
FRECHET, JMJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (08) :925-926
[9]   THE SYNTHESIS AND CHARACTERIZATION OF A SELF-ASSEMBLING AMPHIPHILIC FULLERENE [J].
HAWKER, CJ ;
SAVILLE, PM ;
WHITE, JW .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) :3503-3505
[10]   Synthesis and metal-binding properties of novel ''fullerenocrowns'' [J].
Ikeda, A ;
Fukuhara, C ;
Shinkai, S .
CHEMISTRY LETTERS, 1997, (05) :407-408