Evaluation of chiroptical properties of molecules by asymmetric photochemistry

Cavazza, Marino; Festa, Crescenzo; Veracini, Carlo Alberto; Zandomeneghi, Maurizio

doi:10.1002/chir.530030408

Cited by 4 publications

(2 citation statements)

References 21 publications

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“…In this case, / + = / ) , and g usually ranges between 0.01 and 0.001: at any reasonable photodestruction extent very small ee are obtained. 9 An expression which takes into account the effects of photointerconversion, similar to Eq. 2, can be deduced: 6b the ee, calculated by using the above parameters, is represented as a function of the conversion degree by the continuous curve (b) in Figure 4.…”

Section: Photochemistry Of Binaphthols In Bsa Andmentioning

confidence: 99%

Complexation with albumins of chiral aromatic substrates and their chemistry in ground and excited states. Catalytic and chirality recognition properties of the protein in the cases of binaphthol, its photoisomers, and ketoprofen

Ouchi

Zandomeneghi

2001

Chirality

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The reactivity of organic molecules can be modified upon complexation with proteins: these changes can be different and more significant when the substrate is in an electronically excited state. Here we review UV, CD, and fluorescence spectroscopy studies on the photochemistry and on the chemistry of atropisomeric binaphthols and of ketoprofen, complexed to serum albumins. The chemical and photochemical properties of the organic substrates, complexed to the albumins or free in common solvents, are different. The role of the protein complexation is also evidenced in photoresolution processes of racemate-protein complexes. Catalytic effects due to serum albumins are also reported. In particular, the Arrhenius parameters for the rate of thermal isomerization of a metastable photoproduct of binaphthol in common solvents are compared with those of the bovine serum albumin catalyzed isomerization.

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Section: Photochemistry Of Binaphthols In Bsa Andmentioning

confidence: 99%

Complexation with albumins of chiral aromatic substrates and their chemistry in ground and excited states. Catalytic and chirality recognition properties of the protein in the cases of binaphthol, its photoisomers, and ketoprofen

Ouchi

Zandomeneghi

2001

Chirality

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show abstract

“…They also proposed a methodology for evaluating the chiroptical properties by the asymmetric photochemical reaction. 222 As readily recognized from the foregoing works, the photoderacemization of organic compounds, in its strict sense, has quite scarcely been explored. This is partly due to the difficulty in finding an organic compound which undergoes exclusively photoderacemization without giving any side product(s) especially upon excitation at the shorter wavelengths.…”

Section: B Photoderacemizationmentioning

confidence: 99%