Geometrical consequences of resonance-assisted intramolecular hydrogen-bond formation from Ab initio MO calculations on 2-nitroresorcinol

1994 ◽  
Vol 5 (5) ◽  
pp. 307-312 ◽  
Author(s):  
Charles W. Bock ◽  
István Hargittai
Keyword(s):  
Hydrogen Bond ◽  
Ab Initio ◽  
Intramolecular Hydrogen Bond ◽  
Bond Formation ◽  
Mo Calculations ◽  
Hydrogen Bond Formation ◽  
Ab Initio Mo Calculations ◽  
Ab Initio Mo ◽  
Intramolecular Hydrogen

Intramolecular hydrogen bond. Ab initio MO calculations on the enol tautomer of malondialdehyde

1975 ◽  
Vol 97 (15) ◽  
pp. 4188-4192 ◽  
Author(s):  
G. Karlstrom ◽  
H. Wennerstrom ◽  
B. Jonsson ◽  
S. Forsen ◽  
J. Almlof ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Ab Initio ◽  
Intramolecular Hydrogen Bond ◽  
Mo Calculations ◽  
Ab Initio Mo Calculations ◽  
Ab Initio Mo ◽  
Enol Tautomer ◽  
Intramolecular Hydrogen

The conformation of levopimaric acid investigated by high-level ab initio MO calculations. Possibility of the CH/π hydrogen bond

Tetrahedron ◽  
2009 ◽  
Vol 65 (17) ◽  
pp. 3525-3528 ◽  
Author(s):  
Osamu Takahashi ◽  
Katsuyoshi Yamasaki ◽  
Yuji Kohno ◽  
Kazuyoshi Ueda ◽  
Hiroko Suezawa ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Ab Initio ◽  
Mo Calculations ◽  
Ab Initio Mo Calculations ◽  
Levopimaric Acid ◽  
Ab Initio Mo ◽  
High Level

scholarly journals Synthesis of a Conformationally Stable Atropisomeric Pair of Biphenyl Scaffold Containing Additional Stereogenic Centers

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 643 ◽  
Author(s):  
Chi-Tung Yeung ◽  
Wesley Chan ◽  
Wai-Sum Lo ◽  
Ga-Lai Law ◽  
Wing-Tak Wong
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
Bond Formation ◽  
Aldol Reaction ◽  
Spatial Arrangement ◽  
Hydroxyl Groups ◽  
Hydrogen Bond Formation ◽  
X Ray ◽  
Stereogenic Centers ◽  
Intramolecular Hydrogen

The synthesis of a new CF3-containing stereogenic atropisomeric pair of ortho-disubstituted biphenyl scaffold is presented. The atropisomers are surprisingly conformationally stable for isolation. X-ray structures show that their stability comes from an intramolecular hydrogen bond formation from their two hydroxyl groups and renders the spatial arrangement of their peripheral CF3 and CH3 groups very different. The synthesized stereogenic scaffold proved to be effective in catalyzing the asymmetric N-nitroso aldol reaction of enamine and nitrosobenzene. Compared to similar scaffolds without CF3 groups, one of our atropisomer exhibits an increase in enantioselectivity in this reaction.

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