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Tautomerism, Proton Transfer, and Resonance-Assisted Hydrogen Bonding

Tautomerism, Proton Transfer, and Resonance-Assisted Hydrogen Bonding [Pg.199]

The chemical and crystallographic literature contains a copious amount of structure determinations where X-ray diffraction analysis has been invoked to provide direct evidence of the tautomeric form of a particular compound in the solid state. Many systematic studies of both ground-state and excited-state proton transfer processes of a larger number of tautomeric compounds or of the same compound under varying conditions have also been reported. Rather than attempting to provide a comprehensive overview of all known examples of tautomeric systems characterized by X-rays, we have selected here a handful of cases that illustrate how the method can be applied to unravel details that are relevant to the identity [Pg.199]

8 Direct Evidence of Solid-State Tautomerism by Diffraction Methods [Pg.200]

A typical example of a symmetric RAHB system is the O- H- -O bond in symmetrically substituted fS-diketones (see, for example, [5]). These compounds include a strong hydrogen bond between two close oxygen atoms. In addition to RAHB bonds (-0-H- -0=), the strong homonuclear hydrogen [Pg.201]

Enolones Ertaminones Enamino-lmines Enol-imines [Pg.202]




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And proton transfer

And tautomerism

And tautomerization

Assisted proton transfer

Bonded protons

Bonding proton-assisted

Bonding resonance

Bonding resonance and

Bonding, and tautomerism

Bonds resonance

Hydrogen bonding proton transfer and

Hydrogen bonding resonance-assisted

Hydrogen protons

Hydrogen resonance-assisted

Hydrogen-bonded protons

Hydrogenation protonation

Proton resonance

Proton transfer, hydrogen bonding

Resonance assisted

Resonance tautomerism

Resonance transfer

Resonance-assisted bonding

Tautomerism and Resonance

Tautomerization. hydrogen transfer

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