The P(T) scale, which is correlated well with the E(T)(30), Y, and Z scales, is the first twisting-based spectroscopic measure of solvent polarity. It is based on two combined mechanisms: (1) the solvent-dependent intramolecular charge-transfer absorption that displays a regular hypsochromic band shift in polar solvents and (2) overcoming the intramolecular hydrogen-bond of o-1 by its differentiated solvation in polar solvents, causing a C-C bond to twist that leads to a regular hypsochromic shift of its lowest energy electronic absorption band.
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http://dx.doi.org/10.1021/jo400586w | DOI Listing |
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