Conformational Studies by Dynamic NMR. 95.1Rotation around the Adamantyl−Alkyl Bond. Remote Substituent Effect on Conformational Equilibrium

2003 ◽  
Vol 68 (22) ◽  
pp. 8494-8499 ◽  
Author(s):  
J. Edgar Anderson ◽  
Armin de Meijere ◽  
Sergei I. Kozhushkov ◽  
Lodovico Lunazzi ◽  
Andrea Mazzanti
1977 ◽  
Vol 18 (12) ◽  
pp. 1079-1080 ◽  
Author(s):  
Lodovico Lunazzi ◽  
Alessandro Dondoni ◽  
Gaetano Barbaro ◽  
Dante Macciantelli

1977 ◽  
Vol 8 (41) ◽  
pp. no-no
Author(s):  
L. LUNAZZI ◽  
D. MACCIANTELLI ◽  
F. BERNARDI ◽  
K. U. INGOLD

1979 ◽  
Vol 20 (32) ◽  
pp. 3031-3032 ◽  
Author(s):  
Lodovico Lunazzi ◽  
Claudio Magagnoli ◽  
Maurizio Guerra ◽  
Dante Macciantelli

2010 ◽  
Vol 14 (07) ◽  
pp. 646-659 ◽  
Author(s):  
Eric Rose ◽  
Emma Gallo ◽  
Nicolas Raoul ◽  
Léa Bouché ◽  
Ariane Pille ◽  
...  

Three "basket handle" porphyrins have been prepared by condensation of tetrakis-(α,β,α,β-2-aminophenyl)porphyrin atropoisomer with 1,1′-binaphthyl, 2,2′-dimethoxy, -3,3′-dicarbonylchloride, -3,3′-diacetylchloride and -3,3′-dipropanoylchloride. The epoxidation of styrene with the three iron catalysts, obtained after metalation of the free porphyrins, occurs with good yields and moderate ee up to 54%. These porphyrins showed unexpected conformational differences, as revealed by NMR spectroscopy. In particular, variable temperature NMR studies showed that the methoxy group in one of them undergoes intermediate conformational exchange on the 1H NMR time scale at room temperature. Lowering the temperature to -50 °C revealed the presence of four states in slow exchange on the NMR time scale. These results evidence a dynamic conformational equilibrium of the binaphthyl handles that adopt different, asymmetric positions with respect to the porphyrin plane.


2018 ◽  
Vol 16 (1) ◽  
pp. 79-86
Author(s):  
Aarti Dalal ◽  
Radhika Khanna ◽  
Ramesh C. Kamboj

AbstractThe effect on photochemical transformations of the substituents present remotely from the reaction site in 3-benzyloxy-2-(benzo[b]thiophen-2-yl)-4H-chromen-4-ones has been determined. The structure(s) of the substrates and photoproducts were established by spectroscopic techniques (UV, IR, and NMR). The substituents had profound effects on product yield and distribution. Electron withdrawing groups (EWGs) on the benzenoid moiety of the chromenone nucleus increased the yield of the photoproducts whereas electron donating groups (EDGs) decreased the yield. These results may be attributed to “state switching” of the substituents during excitation.


Tetrahedron ◽  
2005 ◽  
Vol 61 (37) ◽  
pp. 8809-8820 ◽  
Author(s):  
Oscar R. Suárez-Castillo ◽  
Yaneth M.A. Contreras-Martínez ◽  
Lidia Beiza-Granados ◽  
Myriam Meléndez-Rodríguez ◽  
J. Roberto Villagómez-Ibarra ◽  
...  

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