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Hydrogen bonds strained-state energy

The text-book Walden-style cycle which interconverts the stereochemical configurations of chlorosuccinate (3) and malate (5) involves a /3-lactone intermediate (2) in preference to an a-lactone intermediate (4) (Scheme 2) because the OnUc-C-Cl angle in the transition structure for the former (174°) is more favourable than that for the latter (139°), as determined by PCM(e = 78.4)/B3LYP/6-31+G calculations the smaller ring-strain energy of the /3-lactone contributes little to the reactivity difference.2 (V,A-Dimethylethanolamine esterified hexanoic acid about 10-fold faster than did hexanol as a consequence of intermolecular hydrogen bonding a seven-membered transition state (6) was proposed.3... [Pg.54]

See other pages where Hydrogen bonds strained-state energy is mentioned: [Pg.322]    [Pg.436]    [Pg.168]    [Pg.207]    [Pg.451]    [Pg.332]    [Pg.228]    [Pg.705]    [Pg.1136]    [Pg.1173]    [Pg.1136]    [Pg.1173]    [Pg.10]    [Pg.48]    [Pg.436]    [Pg.107]    [Pg.131]    [Pg.419]    [Pg.143]    [Pg.80]    [Pg.450]    [Pg.185]    [Pg.441]    [Pg.286]    [Pg.105]    [Pg.468]    [Pg.611]    [Pg.417]    [Pg.267]    [Pg.79]    [Pg.80]    [Pg.103]    [Pg.344]    [Pg.344]    [Pg.1]    [Pg.121]    [Pg.200]    [Pg.5]    [Pg.4]    [Pg.211]    [Pg.79]    [Pg.343]   
See also in sourсe #XX -- [ Pg.436 ]



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Bonding state

Bonding stated

Bonding strain energy

Energy bond strain

Hydrogen bond energy

Hydrogen bonding bond energies

Hydrogen bonding energies

Hydrogen energy

Hydrogen energy states

Hydrogen states

Hydrogenation energies

Hydrogenation state

Strain energy

Strain state

Strained bonds

Strained state

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