Substituent effects in the ion-pair dissociation of anilinium acetate and anilinium p-toluenesulfonate in acetic acid

1969 ◽  
Vol 73 (6) ◽  
pp. 1822-1830 ◽  
Author(s):  
Constance S. Leung ◽  
Ernest Grunwald
Keyword(s):  
Acetic Acid ◽  
Substituent Effects ◽  
Ion Pair

Structure and Conformation of Photosynthetic Pigments and Related Compounds 9 On the Structure and Macrocycle Conformation of Two Copper(II) Rhodochlorin Derivatives and Two Related Rhodoporphyrins

1995 ◽  
Vol 50 (6) ◽  
pp. 969-981 ◽  
Author(s):  
Mathias O. Senge ◽  
Karin Ruhlandt-Senge ◽  
Shwn-Ji H. Lee ◽  
Kevin M. Smith
Keyword(s):  
Crystal Structure ◽  
Acetic Acid ◽  
Formic Acid ◽  
Photosynthetic Pigments ◽  
Dimethyl Ester ◽  
Substituent Effects ◽  
Crystal Data ◽  
Free Base ◽  
The Mean ◽  
Related Compounds

Crystal structure analyses of (rhodochlorinato-15-acetic trimethyl ester)copper(II) 3 and (31, 32-didehydro-rhodochlorinato-15-formic acid trimethyl ester)copper(II) 4 reveal intriguing multiple macrocycle conformations of the metallochlorins in the crystal. The observed conformations range from almost planar macrocycles to distorted macrocycles with individual atoms being displaced up to 0.72 Å from the mean plane. The nonplanar macrocycles show a S4-ruffled macrocycie distortion with significant distortions for the meso-carbons and tilting of the Cb- Cb axes. A comparison with the related free base porphyrins rhodoporphyrin-15- acetic acid trimethyl ester 5 and rhodoporphyrin dimethyl ester 6 shows that the conformational distortion is due to the mixing of metal and substituent effects, hydroporphyrin character, and packing forces. Crystal data: 3, monoclinic, P21, a = 12.096(4) Å, b - 14.307(4) Å, c = 22.343(9) Å , β = 104.94(4)°, Z = 4 (2 indep. mol.), R = 0.069 for 8141 reflections with I > 2.0σ(I); 4, triclinic, P 1, a = 10.528(3) Å . b - 10.646(4) Å, c = 34.026(13) Å, α = 89.81(4)°, β = 88.72(3)°, γ = 60.38(2)°, Z = 4 (4 indep. mol.). R = 0.073 for 9446 reflections with I > 2.5σ(I); 5, triclinic, P 1̄, a = 9.591(2) Å, b = 12.959(4) Å, c = 13.453(4) Å, α = 105.86(2)°, β = 92.67(2)°, γ = 96.12(2)°, Z = 2, R = 0.060 for 4990 reflections with I > 2.5 σ(I); 6, triclinic, P 1̄, a = 8.908(4) Å, b = 12.895(5) Å, c = 13.482(6) Å , α = 102.74(3)°, β = 90.38(4)°, γ = 91.84(3)°, Z = 2, R = 0.089 for 3369 reflections with I > 2.0σ(I).

Carbon-13 nuclear magnetic resonance studies of (Z)-5-fluoro-2-methyl-1-{[p-(methylsulfinyl)phenyl] methylene}-1H-indene-3-acetic acid (sulindac) and some related compounds

1978 ◽  
Vol 56 (16) ◽  
pp. 2129-2133 ◽  
Author(s):  
Alan Wilmot Douglas
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Acetic Acid ◽  
Magnetic Resonance ◽  
Nuclear Spin ◽  
Substituent Effects ◽  
Coupling Constants ◽  
Spin Coupling ◽  
Nuclear Magnetic Resonance Spectra ◽  
Spin Coupling Constants ◽  
Nuclear Magnetic

Carbon-13 nuclear magnetic resonance spectra have been obtained and fully assignee for a number of 2-methyl-1-{[p-(methylthio) or -(methylsulfinyl}phenyl]methylene}-1H-indene-3- acetic acid derivatives, including the potent anti-inflammatory compound sulindac, 1Z. Paired E and Z isomers were studied along with the sulindac sodium salt and ethyl ester in the Z series. Variations in steric crowding in E vs. Z isomers produce chemical shift effects which alternate with the number of intervening bonds. Fluorine substituent effects and 19F nuclear spin coupling to 13C nuclei, second-order features in off-resonance proton-decoupled spectra, and values of long-range 13CH nuclear spin coupling constants have been employed in making a complete set of assignments.

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