共查询到20条相似文献,搜索用时 0 毫秒
1.
Radical reaction of [60]fullerene with phosphonates or phosphine oxide mediated by manganese(III) acetate dihydrate in chlorobenzene under three different conditions afforded three different types of phosphorylated fullerenes: singly bonded fullerene dimers 2, hydrophosphorylated fullerenes 3, and acetoxylated fullerene derivatives 4. In addition, interconversions among the three types of phosphorylated fullerene derivatives have also been investigated. A possible reaction mechanism was proposed to explain experimental results. 相似文献
2.
The reaction of [60]fullerene with dimethyl malonate and diethyl malonate in the presence of manganese(III) acetate dihydrate (Mn(OAc)3.2H2O) for 20 min afforded singly bonded [60]fullerene dimers 1a and 1b in a 1,4-addition pattern. When the reaction time was extended to 1 h, 1,4-bisadducts 2a and 2b were obtained. Unsymmetrical 1,4-adduct 5 and C2 symmetrical 1,16-bisadduct 6 were obtained when diethyl bromomalonate was used as the active methylene compound. Reaction of [60]fullerene with malononitrile and ethyl cyanoacetate with the aid of Mn(OAc)3.2H2O produced methanofullerenes 7 and 8. It is proposed that all these products were formed the addition of free radicals from the active methylene compounds generated by Mn(OAc)3.2H2O. 相似文献
3.
[60]Fullerene reacted with various beta-dicarbonyl compounds in the presence of Mn(OAc)3*2H2O to generate dihydrofuran-fused [60]fullerene derivatives or 1,4-bisadducts. Dihydrofuran-fused [60]fullerene derivatives 2 could be formed by treatment of alpha-unsubstituted beta-diketones 1a-e or beta-ketoesters 1f and 1g with [60]fullerene in refluxing chlorobenzene in the presence of Mn(III). Solvent-participated unsymmetrical 1,4-bisadducts 3 were obtained through the reaction of [60]fullerene with dimethyl malonate 1h or alpha-substituted beta-dicarbonyl compounds 1i-1n in toluene. A possible reaction mechanism for the formation of different fullerene derivatives is proposed. 相似文献
4.
The copper(II) acetate monohydrate- or manganese(III) acetate dihydrate-mediated reaction of [60]fullerene with beta-keto esters 1a-1c or with beta-diketones 1d,1e in the presence of 4-dimethylaminopyridine afforded only dihydrofuran-fused C60 derivatives 2a-2e. However, aromatic methyl ketones 3a-3c gave two kinds of products: methanofullerenes 4a-4c and dihydrofuran-fused C60 derivatives 5a,5b. Possible reaction mechanisms are proposed. 相似文献
5.
Radical reaction of [60]fullerene with phosphonate esters mediated by manganese(III) acetate in chlorobenzene afforded singly-bonded fullerene dimers, of which the individual meso and racemic isomers could be unexpectedly separated out for the first time. 相似文献
6.
7.
Exposure of cyclic alkenes bearing a carboxylic acid and a malonate group to manganese(III) acetate and an appropriate copper(II) salt provides the corresponding tricyclic gamma-lactones in good yield. 相似文献
8.
Transition-metal-salt-mediated radical reactions of fullerenes have attracted extensive attention as a new and important method for fullerene functionalization. The application of relatively cheap and easily available ferric perchlorate (Fe(ClO 4 ) 3 ) to the synthesis of [60]fullerene (C 60 ) has demonstrated remarkable advantages and afforded a series of novel fullerene derivatives. In this review we present our recent progress in this area and summarize the reactions of C 60 with malonate esters, β-keto esters, nitriles, aldehydes/ketones, and arylboronic acids in the presence of Fe(ClO 4 ) 3 to afford the C 60-fused disubstituted lactones, C 60-fused hemiketal, C 60-fused dihydrofuran, C 60-fused oxazoles, C 60-fused 1,3-dioxolanes, and fullerenyl boronic esters. The possible reaction mechanisms for the above-mentioned reactions are also described in detail. 相似文献
9.
Igartúa-Nieves E Ocasio-Delgado Y Torres-Castillo MD Rivera-Betancourt O Rivera-Pagán JA Rodriguez D López GE Cortés-Figueroa JE 《Dalton transactions (Cambridge, England : 2003)》2007,(13):1293-1299
Cyclic voltammetry (CV) measurements on (eta(2)-C(60))M(CO)(5) complexes (M = Cr, Mo, W) in dichloromethane show three [60]fullerene-centered and reversible reduction/oxidation waves. The E(1/2) values of these waves are shifted to positive values relative to the corresponding values of the uncoordinated [60]fullerene in the same solvent. A Jahn-Teller type distortion of the spherical surface of [60]fullerene promoted by [60]fullerene-metal pi-backbonding may explain the observed positive shifts. Lewis bases (L = piperidine and triphenyl phosphine) displace [60]fullerene from (eta(2)-C(60))M(CO)(5) complexes. Analysis of the activation parameters for the metal-[60]fullerene dissociation, the metal-[60]fullerene bond enthalpies (from DFT computations), and metal-solvent (benzene) bond enthalpies (from DFT computations) suggests appreciable solvent contribution to the transition state leading to formation of the intermediate species solvent-M(CO)(5). Appreciable transition state stabilization due to solvation of the intermediate species is inferred for M = Mo and W. For M = Cr, stabilization of the intermediate species due to solvation is not accompanied by the corresponding transition state stabilization. 相似文献
10.
In the presence of tributylbismuthine, allyl bromide was found to react with either aldehydes or ketones to give the corresponding homoallylic alcohols and their allylic ethers in good total yields. 相似文献
11.
The thermal reaction of [60]fullerene (C60) with the carbonyl ylides generated in situ from trans-epoxides to give C60-fused tetrahydrofuran derivatives has been investigated. The reaction of C60 with trans-2-benzoyl-3-aryloxiranes afforded only cis-products, while the reaction of C60 with 2-cyano-2-ethoxycarbonyl-3-aryloxiranes gave exclusively or predominantly cis isomers. The isomeric distributions of the latter reactions were drastically affected by the substituent on the phenyl ring. 相似文献
12.
New stable [6,6]-methano cycloadducts and fulleropyrazolines containing electron-withdrawing groups have been obtained by the reaction of ethyl diazopyruvate with [60]fullerene. The results obtained by a systematic study conducted both in thermal and catalytic conditions have provided crucial indications concerning the mechanism of this important cluster opening process in fullerene chemistry. 相似文献
13.
A three step synthesis of various thiobarbiturate derivatives 17-24 was established. The first step is mediated by Mn(OAc)?, in order to generate a carbon-carbon bond between a terminal alkene and malonate. Derivatives 1-8 were obtained in moderate to good yields under mild conditions. This key step allows synthesis of a wide variety of lipophilic thiobarbiturates, which could be tested for their anticonvulsive or anesthesic potential. 相似文献
14.
Zhang Z Wang GW Miao CB Dong YW Shen YB 《Chemical communications (Cambridge, England)》2004,(16):1832-1833
Under solid-state conditions, manganese(iii) acetate-mediated radical reactions of 1,3-cyclohexanedione and 5,5-dimethyl-1,3-cyclohexanedione with in situ generated imines proceeded efficiently by mechanical milling at room temperature and good to excellent yields were achieved. 相似文献
15.
Tuktarov A. R. Akhmetov A. R. Sabirov D. Sh. Khalilov L. M. Ibragimov A. G. Dzhemilev U. M. 《Russian Chemical Bulletin》2009,58(8):1724-1730
A catalytic method for the efficient synthesis of 5,6-open and 6,6-closed (2π+1π) fullerene adducts by [2+1] cycloaddition
of ethyl 2-alkyl(hetaryl)-2-diazoacetates to [60]fullerene in the presence of a three-component catalyst Pd(acac)2—PPh3—Et3Al have been developed. 相似文献
16.
A manganese(III)-mediated reaction between 2-benzoyl-1,4-naphthoquinones and 1,3-dicarbonyl compounds is described. This reaction provides an effective method for the synthesis of naphtho[2,3-c]furan-4,9-diones and naphthacene-5,12-diones, and it shows fair to high chemoselectivity depending on the electronic effect of the benzoyl group substituent on the reactants. With ethyl benzoylacetate and 1,3-diketones, the novel naphtho[2,3-c]furan-4,9-diones were produced effectively with high selectivity. 相似文献
17.
Pachiappa N. Shanmugam Kalv I. Hemanth Kumar Paramasiva N. T. Perumal 《Journal of heterocyclic chemistry》2007,44(4):827-830
A diastereoselective synthesis of 4,5‐dihydrofurans by oxidative addition of 1,3‐dicarbonyl compounds with chalcones mediated by Mn(OAc)3 in moderate to good yields is reported. 相似文献
18.
[reaction: see text] Novel reactions of C60 with amino acid ester hydrochlorides and CS2 in the presence of Et3N affording fullerene derivatives 2 and 3 containing biologically active amino acids, thioamide, and thiourea units have been investigated. The thioamide groups in compounds 2 are sensitive to moisture and can easily be hydrolyzed to amide groups. 相似文献
19.
20.
Hu X Jiang Z Jia Z Huang S Yang X Li Y Gan L Zhang S Zhu D 《Chemistry (Weinheim an der Bergstrasse, Germany)》2007,13(4):1129-1141
Ammonia and aliphatic amines react readily in the oxygen-rich regions of the Cs symmetric fullerene peroxides C60(O)(OOtBu)4 (1) and C60(OH)(Br)(OOtBu)4 (2 c). Michael addition-type hydroamination of the 1,4-diene moiety on the central skew-pentagon was observed when 1 was treated with ammonia or with nonbulky primary amines, while sterically demanding primary amines opened the epoxy moiety to form vicinal aminohydroxy fullerene compounds with the amino group on the central pentagon. In 2 c the bromo group was replaced under similar conditions by ammonia and primary amines. Cyclic secondary amines showed different reaction patterns, forming hydrogenation products or aminoketal-fullerenes when treated with 1 and 2 c, respectively. Single-electron transfer (SET) is the key step in all the proposed mechanisms. The compounds were characterized by their spectroscopic data, and in addition, three single-crystal X-ray structures were obtained. 相似文献