Recent advances in the selective formation of the carbon-fluorine bond

Wilkinson, John

doi:10.1021/cr00012a002

Cited by 366 publications

(126 citation statements)

References 14 publications

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“…(3)). [15], wobei der letzte Wert sehr zweifelhaft erscheint, da er die Summe der I±F-Kovalenzradien von 1,97 A Ê [16] um 21% unterschreitet. Interessant ist der Gang der Absta È nde I-ipso-C in der Reihe der C 6 F 5 IF n -Verbindungen mit n = 0, 2 und 4.…”

Section: Ergebnisse Und Diskussionunclassified

Pentafluorphenylioddifluorid: alternative Darstellungsmethoden, Molekülstruktur und Eigenschaften

Bailly

Barthen

Breuer

et al. 2000

Z. anorg. allg. Chem.

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Es wird die Darstellung von C6F5IF2 (1) aus C6F5I (2) durch oxidative Fluorierung mit ClF, CF3OCl, BrF5, C6F5BrF2 und C6F5BrF4 beschrieben. Höchste Reinheit und Ausbeute an 1 wurde durch eine modifizierte Tieftemperaturfluorierung mit F2 erhalten. Die Thermolyse von 1 lieferte Perfluoriodcyclohexadien‐1,4 und Perfluoriodcyclohexen neben 2. Die Röntgenstrukturanalyse von 1 zeigt dessen Fluoriddonor‐ und Fluoridakzeptoreigenschaft. 1 wird spektroskopisch charakterisiert durch NMR (19F, 13C), IR und Ra. Diskutiert wird der Einfluß der Änderung der Oxidationszahl von Iod in 2, 1 und C6F5IF4 (3) auf strukturelle und spektroskopische Ergebnisse. Die Geometrien und Ladungsverteilungen im Energieminimum wurden für 1, 2 und verwandte Moleküle berechnet (RHF, LANL2DZ).

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Section: Ergebnisse Und Diskussionunclassified

Pentafluorphenylioddifluorid: alternative Darstellungsmethoden, Molekülstruktur und Eigenschaften

Bailly

Barthen

Breuer

et al. 2000

Z. anorg. allg. Chem.

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“…Because of its high etch rate and high selectivity against many metals, dielectrics, and polymers used in traditional integrated circuit fabrications, XeF 2 has been a widely used to etch Silicon isotropically etchant in microelectromechanical systems (MEMS) 1 processing since 1995 2 . XeF 2 is also used as a fluorination reagent in organic chemistry, due to its mild reactivity and high selectivity 3,4 While XeF 2 is a good etchant of silicon 5 , Al and Al 2 O 3 are among the materials which are not etched by XeF 2 and therefore are commonly used as structural materials.…”

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confidence: 99%

Influence of reaction with XeF2 on surface adhesion of Al and Al2O3 surfaces

Zhang

Park

Huang

et al. 2008

Applied Physics Letters

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“…17 Moreover, many selectively fluoro-substituted organic compounds show a peculiar pharmacological and agrochemical properties. [18][19][20][21][22][23] Therefore, as a connection of our interest in the chemistry of the preparation of heterocyclic compounds from hydrazonoyl halides [24][25][26][27][28][29] and the above-mentioned findings, the present work is aimed at the preparation of new pyrazole, pyrazoline and their chromene fused derivatives incorporating fluorine and chlorine substituents into these derivatives hoping that it would potentiate their expected biological activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives

Abunada

Hassaneen

Samaha

et al. 2009

J. Braz. Chem. Soc.

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Alguns novos derivados de pirazol-5-carbonitrila 8,9 e pirazol-5-carboxamida 13 foram sintetizados pela reação de cicloadição de nitriliminas 3,4 a α-cianocinamonitrilas 5a-f e α-cianocinamamida 12a,b, respectivamente. Por outro lado, a adição de 3,4 a α-cianocinamato de etila 14a-f leva à produção de derivados de 2-pyrazoline-5-carboxilato de etila, 15, 16. Também, a cicloadição de 3,4 à 3-cianocumarina 19a ou à 3-fenilsulfonilcumarina 19b ou à 3-bromocumarina 19c leva à produção de derivados do cromeno[3,4-c]pirazol-4(3H)-ona, 20. A cicloadição de 3,4 à 3-acetilcumarina, 22 e 3-benzoilcumarina, 23, produz o correspondente diidrocromeno [3,4-c] pirazol-4(3H)-ona, 24 e 25, respectivamente. A oxidação de 24 e 25 produz 20. A maioria dos compostos preparados mostrou boa a moderada atividade antibacteriana e antifúngica.Some new pyrazole-5-carbonitrile derivatives 8,9 and pyrazole-5-carboxamide 13 were synthesized by the cycloaddition reaction of nitrilimines 3,4 to α-cyanocinnamonitriles 5a-f and α-cyanocinnamamide 12a,b respectively. On the other hand 3,4 add to ethyl α-cyanocinnamate 14a-f to give ethyl 2-pyrazoline-5-carboxylate derivatives 15,16. Also, cycloaddition of 3,4 to 3-cyanocoumarin 19a or 3-phenylsulphonylcoumarin 19b or 3-bromocoumarin 19c give chromeno [3,4-c]pyrazol-4(3H)-one derivatives 20. In the same direction, the cycloaddition of 3,4 to 3-acetylcoumarin 22 and 3-benzoylcoumarin 23 gives the corresponding dihydrochromeno[3,4-] pyrazol-4(3H)-one 24 and 25 respectively. Oxidation of 24 and 25 give 20. Most of the prepared compounds showed good to moderate antibacterial and antifungal activities.

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Recent advances in the selective formation of the carbon-fluorine bond

Cited by 366 publications

References 14 publications

Pentafluorphenylioddifluorid: alternative Darstellungsmethoden, Molekülstruktur und Eigenschaften

Pentafluorphenylioddifluorid: alternative Darstellungsmethoden, Molekülstruktur und Eigenschaften

Influence of reaction with XeF2 on surface adhesion of Al and Al2O3 surfaces

Synthesis and antimicrobial evaluation of some new pyrazole, pyrazoline and chromeno[3,4-c]pyrazole derivatives

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