Electrochemistry of 9,9′ spirobifluorene derivatives: electrosynthesis of stereoisomeric 2,3-bis(2′-acetyl-9,9′-spirobifluoren-2-yl)butane-2, 3-diols and of 1-(2′-acetyl-9,9′-spirobifluoren-2-yl)ethanol and redox properties of polyacetylated spirobifluorenes

Mattiello, Leonardo; Rampazzo, Liliana

doi:10.1016/s0013-4686(97)85507-7

Cited by 11 publications

(10 citation statements)

References 13 publications

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“…Mattiello and Rampazzo [59] described the electrochemical synthesis of 9.9 0 -spirobifluorene derivatives using an RVC electrode. They described their redox properties in terms of voltammetric responses.…”

Section: Synthesis Of Organicsmentioning

confidence: 99%

Reticulated vitreous carbon as an electrode material

Friedrich

Ponce-de-León

Reade³

et al. 2004

Journal of Electroanalytical Chemistry

324

185

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An illustrated review of reticulated vitreous carbon (RVC) as an electrode material is presented. Early uses of RVC were largely restricted to small-scale (< 1 cm 3 ) electroanalytical studies in research laboratories. RVC properties of a high ratio of surface area to volume and minimal reactivity over a wide range of process conditions, combined with low cost and easy handling, have resulted in a steady diversification of its applications both in research laboratories and in industry. The physical structure of RVC (in terms of pores per linear inch, strut length, strut thickness and area of the trigonal strut) is examined for 10, 30, 60 and 100 ppi (pores per linear inch) grades using scanning electron microscopy. The accurate measurement of these geometrical values presents both theoretical (in terms of definition of trigonal strut area, beginning and end of single strand) and practical problems (large differences in strut length and thickness in individual samples). Data are presented to show the relationships between geometrical properties. Applications include electroanalytical studies and sensors, metal ion removal, synthesis of organics and FentonÕs reagent, H 2 O 2 production and batteries/fuel cells.

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Section: Synthesis Of Organicsmentioning

confidence: 99%

Reticulated vitreous carbon as an electrode material

Friedrich

Ponce-de-León

Reade³

et al. 2004

Journal of Electroanalytical Chemistry

324

185

View full text Add to dashboard Cite

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“…The occurrence of this electrohydrodimerization of the aldehyde, and analogous reactions for 2-acetyland 2,2 0 -diacetyl-9-9 0 -spirobifluorene [2,3] raises the question of the extent to which these reactions differ from those of aromatic aldehydes without spiroconjugation. In the original manuscript, we conducted a comparative study of the reduction of 2 and 2-naphthaldehyde, (3), and found that both the dimerization rate constants and the formal potentials for the neutral/radical anion couples are very similar.…”

Section: Introductionmentioning

confidence: 97%

“…9,9 0 -Spirobifluorene, (1), and its derivatives have been the subject of many electrochemical investigations [1][2][3][4][5][6][7][8][9]. The parent compound undergoes reduction to form a radical anion whose lifetime is long enough to allow easy detection by cyclic voltammetry [1].…”

Section: Introductionmentioning

confidence: 99%

“…Anodic oxidation leads to interesting polymerization reactions [4] as does oxidation of mono-and bisdithiafulvenyl-9,9 0 -spirobiflourene [7]. Reduction of 2-acetyl-and 2,2 0 -diacetyl-9-9 0 -spirobifluorene has been studied from an electrosynthetic viewpoint, as well as with qualitative voltammetric examination [2,3]. The analogous aldehydes, 2-carboxaldehyde-9,9 0 -spirobifluorene, (2), and 2,2 0 -dicarboxyaldehyde-9,9 0 -spirobifluorene were prepared by direct formylation of the parent spiro compound [5] and the preparative reduction of the former aldehyde in DMF was shown to produce a mixture of meso and dl 1,2-bis(2-spirobifluorenyl)-1,2-ethanediols, an electrohydrodimerization reaction [8].…”

Section: Introductionmentioning

confidence: 99%

“…The analogous aldehydes, 2-carboxaldehyde-9,9 0 -spirobifluorene, (2), and 2,2 0 -dicarboxyaldehyde-9,9 0 -spirobifluorene were prepared by direct formylation of the parent spiro compound [5] and the preparative reduction of the former aldehyde in DMF was shown to produce a mixture of meso and dl 1,2-bis(2-spirobifluorenyl)-1,2-ethanediols, an electrohydrodimerization reaction [8]. The occurrence of this electrohydrodimerization of the aldehyde, and analogous reactions for 2-acetyland 2,2 0 -diacetyl-9-9 0 -spirobifluorene [2,3] raises the question of the extent to which these reactions differ from those of aromatic aldehydes without spiroconjugation. In the original manuscript, we conducted a comparative study of the reduction of 2 and 2-naphthaldehyde, (3), and found that both the dimerization rate constants and the formal potentials for the neutral/radical anion couples are very similar.…”

Section: Introductionmentioning

confidence: 99%

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Comparative studies of the reduction of 2-naphthaldehyde, 9,9′-spirobi-(9H-fluorene)-2-carboxaldehyde and 2-fluorenecarboxaldehyde in nonaqueous solvents

Kirk¹,

Fioravanti²,

Mattiello³

et al. 2005

Journal of Electroanalytical Chemistry

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Selectivity in Electrochemical Reactions

Nonaka

Schäfer

2004

Encyclopedia of Electrochemistry

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The sections in this article are Introduction Regioselectivity Regioselectivity at the Anode Regioselective Substitution of CH Bonds Regioselective Addition to Double Bonds Anodic Cleavage Anodic C , C ‐Coupling Regioselectivity in Cathode Reactions Regioselective Substitution Cathodic Addition Cathodic Cleavage Cathodic Coupling Electrogenerated Bases Chemoselectivity General Chemoselectivity in Anode Reactions Anodic Dehydrogenation Anodic Cleavage Anodic Substitution and Addition Chemoselectivity in Cathode Reactions Cathodic Hydrogenation Cathodic Cleavage and Elimination Stereoselectivity General Diastereoselectivity Diastereoselectivity at the Anode Diastereoselectivity at the Cathode Hydrogenation Cleavage Elimination Enantioselectivity General Anode Cathode

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Electrochemistry of 9,9′ spirobifluorene derivatives: electrosynthesis of stereoisomeric 2,3-bis(2′-acetyl-9,9′-spirobifluoren-2-yl)butane-2, 3-diols and of 1-(2′-acetyl-9,9′-spirobifluoren-2-yl)ethanol and redox properties of polyacetylated spirobifluorenes

Cited by 11 publications

References 13 publications

Reticulated vitreous carbon as an electrode material

Reticulated vitreous carbon as an electrode material

Comparative studies of the reduction of 2-naphthaldehyde, 9,9′-spirobi-(9H-fluorene)-2-carboxaldehyde and 2-fluorenecarboxaldehyde in nonaqueous solvents

Selectivity in Electrochemical Reactions

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