1905
DOI: 10.1039/ct9058700673
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LXVII.—Some derivatives of anhydracetonebenzil

Abstract: LX I ' I I.-Some Derivatives of Anh y dram t onebemil.

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Cited by 11 publications
(14 citation statements)
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“…Yield 50.9%. 1 H (CDCl 3 ) δ 3.07 (s, 3H), 3.21 (dd, 2H, 2 J H-H = 16.5 Hz, 3 J H-H = 2.4 Hz), 3.40 (dd, 2H, 2 J H-H = 16.8 Hz, 3 J H-H = 6.6 Hz), 5.50 (m, 1H), 7.22 (m, 10H). 13 C{ 1 H} (CDCl 3 ) δ 38.…”
mentioning
confidence: 99%
“…Yield 50.9%. 1 H (CDCl 3 ) δ 3.07 (s, 3H), 3.21 (dd, 2H, 2 J H-H = 16.5 Hz, 3 J H-H = 2.4 Hz), 3.40 (dd, 2H, 2 J H-H = 16.8 Hz, 3 J H-H = 6.6 Hz), 5.50 (m, 1H), 7.22 (m, 10H). 13 C{ 1 H} (CDCl 3 ) δ 38.…”
mentioning
confidence: 99%
“…Therefore, we initially intended to use the benzylamino group as a synthon, which provides a N-H functionality after hydrogenolysis. We thus attempted to react the readily available 3,4-diphenylcyclo-2-pentenone (1) [14] with benzylaniline under conditions that are established for the enamine reaction of sec-amines with cyclo-2-pentenones [13]. However, not even azeotropic distillation in high boiling solvents such as toluene or xylene yielded significant amounts of products after 48 h. The combination of decreased nucleophilicity of the arylamine and the steric bulk of the secondary amino group seems to result in a dramatically reduced reaction rate.…”
Section: Resultsmentioning
confidence: 99%
“…Element analyses: Mikroanalytisches Laboratorium der Technischen Universität München. 3,4-Diphenylcyclo-2-pentenone [14] and Fe[N(SiMe 3 ) 2 ] 2 (thf) [18] were synthesised according to the literature procedures. Cyclic voltammetry: the standard electrochemical instrumentation consisted of a Princeton Applied Research potentiostat/galvanostat (model 273A).…”
Section: General Proceduresmentioning
confidence: 99%
“…Reactions of benzil with excess pentan-2-one (R = Et) and octan-2-one (R = C 5 H 11 ) and a small amount of concentrated alkali led to formation of mixtures of isomers I-III [2][3][4]6] which can readily be distinguished by 1 H NMR spectroscopy. When the reactions of benzil with pentan-2-one and heptan-2-one were carried out in dilute solution, only one isomer I (R = Et, Bu) was obtained [5].…”
mentioning
confidence: 99%
“…Studies on reactions of benzil with ketones [1][2][3][4] showed that the product of its reaction with acetone is 4-hydroxy-3,4-diphenylcyclopent-2-en-1-one. Other aliphatic ketones reacted with benzil to give cyclopentenones with alkyl groups on C 2 and C 5 .…”
mentioning
confidence: 99%