Syntheses of selected .epsilon.-(2- or 9-anthryl)alkanoic acids and certain esters - carbon-13 spin-lattice relaxation time measurements of methyl 5-(2-anthryl)pentanoate and methyl 7-(2-anthryl)heptanoate

Abstract

Fluorescent probes have been widely applied in the study of microenvironments of large biological structures such as proteins and membranes.1 Such probes with hydrophilic and hydrophobic properties have made it Scheme I ArCHO

A procedure for gas-phase dehalogenation of organic dihalides with alkali metal vapors using microwave and/or ultrasound excitation and matrix isolation of products

“…Next to the monoiodoalkane and to the unreacted starting diiodide, the first species that appears in the IR spectra as the sodium atom concentration is gradually raised is the same as the major product observed at all concentrations: cyclopropane (4) from 1,3-diiodopropane (la), ethylene (5) from 1,4-diiodobutane (2a), and comparable quantities of cyclopentane, 1-pentene, and npentane from 3a. As the sodium concentration is increased, the spectra of the starting diiodide and of the monoiodide are no longer observed and rising proportions of propene ( 6) appear in the reaction of la (Figure 3), while 6 No particular effort was made to trap ethylene.…”

Synthesis and antiproliferative action of a novel series of maprotiline analogues

“…The following compounds were prepared as previously reported: Trans-11,12-Diethoxycarbonyl-9,10-dihydro-9,10-ethanoanthracene (2) [47], 11-Ethoxycarbonyl-9,10-dihydro-9,10-ethanoanthracene (3) [48], trans [31], 11-Hydroxycarbonyl-9,10-dihydro-9,10-ethanoanthracene (5) [49], trans -11,12-(N,N,N',N'-tetramethyl) -9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxyamide (6)[31], 9,10-dihydro-N-methylpiperazinyl-9,10-ethanoanthracene-11-carboxyamide (11)[50], 9,10-Dihydro-11-N-ethylamino-9,10-ethanoanthracene-11-carboxyamide (14)[51], 9,10-dihydromorpholinyl-9,10-ethanoanthracene-11-carboxyamide (15) [52], trans -9,10-dihydro-N, N, N', N'-tetramethyl-9,10-ethanoanthracene-11,12dimethan amine (21)[31], 9,10-dihydro-N-piperidinyl-9,10-ethanoanthracene-11-methanamine (24)[53], 9,10-dihydro-N-methylpiperazinyl-9,10-ethanoanthracene-11-methanamine (25)[53], 9,10-Dihydromorpholinyl-9,10-ethanoanthracene-11-methanamine (29) [52], 9,10-Dimethyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylate (38)[32], 9,10-dihydro-9,10-ethenoanthracene-11-ethylcarboxylate (39) [33], 9,10-Dihydro-9,10-ethanoanthracene-11-carbonitrile (40)[54], 9,10-Dihydro-9,10-ethenoanthracene-11-carboxylic acid (41) [31], 3-(9-Anthracenyl)acrylic acid ethyl ester (47) [36], (E)-4-(9-anthracenyl)but-3-en-2-one (48) [55], 3-(9-Anthracenyl)acrylic acid (50) [36], 3-(9-Anthracenyl)acrylonitrile (60) [38], (E)-9-(2-Nitrovinyl)anthracene (62) [38], 9-Formyl-9,10-dihydro-11-cyano-9,10-ethanoanthracene (63) [56], Dimethyl-9-formyl-9,10-dihydro-9,10-ethenoanthracene-11,12-dicarboxylate (64) [41], 9-Formyl-9,10-dihydro-9,10-ethanoanthracene-11-carboxylic acid (65) [39,42] 9-((E)-(Hydroxyimino)methyl)-9,10-dihydro-9,10-ethanoanthracene-11-carbonitrile (75) [34].…”

“…triphenylphosphorane to afford 47 in high yield as the E-isomer (Scheme 3), identified due to the characteristic coupling constant (J = 16.0 Hz), [36]. The alkenes 48 and 49 were similarly obtained on reaction of anthraldehyde with the appropriate ylides.…”

“…The alkenes 48 and 49 were similarly obtained on reaction of anthraldehyde with the appropriate ylides. The ester 47 was then hydrolysed in basic conditions to produce the corresponding acid 50 [36]. A series of novel amides (51)(52)(53)(54)(55)(56)(57) were obtained from the acid 50 in a coupling reaction with a variety of amines, while the N-methylamide 58 was obtained by heating 47 with methylamine (2M in THF) in a sealed tube at 110˚C for 24 hours, (Scheme 3).…”

Facile, Direct Reaction of Benzaldehydes to 3-Arylprop-2-Enoic Acids and 3-Arylprop-2-Ynoic Acids in Aqueous Medium

“…mp. 245˚C [49]]; ν max (KBr/cm When heated with 10 w% aq. NaOH, 3-(9-anthranyl)propenoic acid (3z) gives sodium 3(E)-(9-anthranyl) propenoate (3z-Na) as golden, shiny leaflets ν max (KBr/cm 4-Nitrobenzoic acid (4) and 4-nitrobenzyl alcohol (5).…”