2014
DOI: 10.1016/j.tet.2014.06.038
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Facile and efficient synthesis of fluorinated fullerene-fused 1,3-dioxolanes: reaction of C60 with fluorinated aromatic aldehyde mediated by lithium perchlorate

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Cited by 5 publications
(3 citation statements)
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“…Cycloadditions are the most studied fullerene reactions, , and many functional groups can be covalently linked to fullerenes by means of cycloadditions with suitable addends. For example, cycloadditions of [60]­fullerene (C 60 ) with aldehydes/ketones promoted by metal salts could afford a series of fullerene-fused 1,3-dioxolanes . In comparison with the extensively reported fullerene-fused 1,3-dioxolanes, fullerene-fused dioxane/dioxepane derivatives have been relatively rare.…”
Section: Introductionmentioning
confidence: 99%
“…Cycloadditions are the most studied fullerene reactions, , and many functional groups can be covalently linked to fullerenes by means of cycloadditions with suitable addends. For example, cycloadditions of [60]­fullerene (C 60 ) with aldehydes/ketones promoted by metal salts could afford a series of fullerene-fused 1,3-dioxolanes . In comparison with the extensively reported fullerene-fused 1,3-dioxolanes, fullerene-fused dioxane/dioxepane derivatives have been relatively rare.…”
Section: Introductionmentioning
confidence: 99%
“…However, because of the α-chiral carbon atom, the 13 C NMR spectra of 2c and 2d exhibited at least 32 peaks in the range of 136–149 ppm for the 58 sp 2 -carbons of the fullerene cage and two peaks in the range of 92–94 ppm for the two sp 3 carbons of the fullerene skeleton, consistent with their C 1 symmetry. The chemical shifts for the two sp 3 carbons of the fullerene skeleton are close to those of fullerene derivatives with an oxygen atom directly attached to the fullerene skeleton. ,,, The UV–vis spectra of all of the products showed a peak at 416–418 nm, which is the characteristic peak of 1,2-adducts of C 60 containing at least one appended heteroatom.…”
Section: Results and Discussionmentioning
confidence: 60%
“…To date, a few methodologies have been developed to synthesize acetal/ketal-type 1,3-dioxolanofullerenes . However, only three ortho acid ester-type 1,3-dioxolanofullerenes (2-hydroxydioxolano[4,5:1,2][60]fullerenes) have been reported until now.…”
Section: Introductionmentioning
confidence: 99%