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Showing 1 to 12 of 68 entries
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Conformational studies by dynamic NMR. 83. Correlated enantiomerization pathways for the stereolabile propeller antipodes of dimesityl substituted ethanol and ethers.

The Journal of organic chemistry

Grilli S, Lunazzi L, Mazzanti A.
PMID: 11511262
J Org Chem. 2001 Aug 24;66(17):5853-8. doi: 10.1021/jo010420m.

Below -100 degrees C, the NMR spectra of dimesityl derivatives of ethanol and of various ethers reveal how these molecules exist as M and P propeller-like stereolabile enantiomers, owing to the restricted rotation about the Ar-C bond. Single-crystal X-ray...

Conformational dynamics of tetraisopropylmethane and of tetracyclopropylmethane.

Journal of the American Chemical Society

Anderson JE, De Meijere A, Kozhushkov SI, Lunazzi L, Mazzanti A.
PMID: 12047190
J Am Chem Soc. 2002 Jun 12;124(23):6706-13. doi: 10.1021/ja017526j.

Tetraisopropylmethane (1) exists in solution as a mixture of two types of conformers (D2d and S4 time-averaged symmetry) in the ratio 93:7 at -110 degrees C, interconverting with a barrier of 9.7 kcal mol-1. Molecular mechanics calculations and the...

Conformational studies by dynamic NMR. 74.(1) stereomutations of the conformational enantiomers in peri-substituted 1-acylnaphthalenes.

The Journal of organic chemistry

Lunazzi L, Mazzanti A, Munoz Alvarez A.
PMID: 10814215
J Org Chem. 2000 May 19;65(10):3200-6. doi: 10.1021/jo991853g.

Naphthalenes bearing an acyl and a phenyl group in a peri relationship give rise to a pair of enantiomers in the temperature range where the rotations of the acyl group are slow. Such enantiomers were observed by means of...

Conformational studies by dynamic NMR. 73.(1) conformational enantiomers of cyclohexene oxide in the solid state.

The Journal of organic chemistry

Casarini D, Lunazzi L, Mazzanti A, Simon G.
PMID: 10814216
J Org Chem. 2000 May 19;65(10):3207-8. doi: 10.1021/jo991800z.

No abstract available.

Conformational studies by dynamic NMR. 81. cogwheeling circuit for the enantiomerization of the propeller antipodes of 2,2',6,6'-tetramethyldiphenyl sulfide.

The Journal of organic chemistry

Grilli S, Lunazzi L, Mazzanti A.
PMID: 11397194
J Org Chem. 2001 Jun 15;66(12):4444-6. doi: 10.1021/jo010187s.

No abstract available.

Conformational studies by dynamic NMR. 98. Stereodynamics of bond rotation in beta-hydroxyesters.

The Journal of organic chemistry

Bartoli G, Lunazzi L, Massaccesi M, Mazzanti A.
PMID: 14750810
J Org Chem. 2004 Feb 06;69(3):821-5. doi: 10.1021/jo0355754.

The dynamic processes due to restricted intramolecular motions have been observed in a number of variously substituted beta-hydroxyesters by variable-temperature NMR spectroscopy. The barriers for three such processes (i.e. Ph-C, t-Bu-C, and C(alpha)-C(beta) bond rotation) have been measured.

Stereolabile and configurationally stable atropisomers of hindered aryl carbinols.

The Journal of organic chemistry

Casarini D, Coluccini C, Lunazzi L, Mazzanti A.
PMID: 15960510
J Org Chem. 2005 Jun 24;70(13):5098-102. doi: 10.1021/jo050382x.

Carbinols of the Ar-C(OH)R(2) type, Ar being o-isopropylphenyl, exist as stereolabile syn-clinal (sc) and anti-periplanar (ap) atropisomers when R = Me, Et, i-Pr. In the latter compound, the major atropisomer also comprises two enantiomeric forms that interchange with a...

Structure, conformation, and dynamic processes of the stereolabile atropisomers of hindered terphenyl hydrocarbons.

Organic letters

Lunazzi L, Mazzanti A, Minzoni M, Anderson JE.
PMID: 15787489
Org Lett. 2005 Mar 31;7(7):1291-4. doi: 10.1021/ol050091a.

[reaction: see text] Ortho-substituted p-terphenyl hydrocarbons exist as trans and cis atropisomers that were identified by low-temperature NMR spectroscopy. The interconversion barriers increase with the dimensions of the ortho substituents, the experimental values being matched by ab initio calculations....

Structure and stereodynamics of aryldiimino derivatives.

The Journal of organic chemistry

Lunazzi L, Mancinelli M, Mazzanti A.
PMID: 20329777
J Org Chem. 2010 Apr 16;75(8):2572-7. doi: 10.1021/jo100106t.

Aromatic diimino derivatives, having two N=CPh(2) moieties bonded at the 1,8 positions of the anthraquinone, anthracene, biphenylene, and naphthalene rings, have been investigated by variable-temperature NMR spectroscopy, X-ray diffraction, and DFT calculations. In all the compounds, the imino substituents...

Structure, stereodynamics and absolute configuration of the atropisomers of hindered arylanthraquinones.

The Journal of organic chemistry

Lunazzi L, Mancinelli M, Mazzanti A.
PMID: 19178356
J Org Chem. 2009 Feb 06;74(3):1345-8. doi: 10.1021/jo802383s.

Anthraquinone substituted by 2-methyl-1-naphthyl groups in positions 1,8 yields syn (meso) and anti (racemic) isomers (red and yellow colored, respectively) that interconvert with a barrier of 35.4 kcal mol(-1) in solution. Their structures were identified by NOE experiments in...

Structure, conformation, and stereodynamics of the atropisomers of highly hindered benzyl ethers.

The Journal of organic chemistry

Casarini D, Coluccini C, Lunazzi L, Mazzanti A.
PMID: 16749778
J Org Chem. 2006 Jun 09;71(12):4490-6. doi: 10.1021/jo0603173.

Low-temperature and NOE NMR spectra of four of the title compounds indicate that they adopt a synclinal (sc) conformation, in agreement with the prediction of ab initio computations. In the case of the most-hindered derivative (compound 4), the conformation...

Conformational studies by dynamic NMR. 79. Dimesityl sulfine revisited: detection of the helical antipodes and determination of their enantiomerization pathways.

The Journal of organic chemistry

Grilli S, Lunazzi L, Mazzanti A, Mazzanti G.
PMID: 11430092
J Org Chem. 2001 Feb 09;66(3):748-54. doi: 10.1021/jo001408h.

By means of low-temperature NMR spectra, it is demonstrated that dimesityl sulfine (Mes2C=SO) adopts in solution the same chiral propeller conformation (C1 symmetry) determined by X-ray diffraction in the crystalline state. With the help of MM calculations, it has...

Showing 1 to 12 of 68 entries