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Hypervalent Iodine Reagents: Thiol Derivatization with a Tetrafluoroethoxy Coumarin Residue for UV Absorbance Recognition
Author(s) -
Commare Bruno,
Togni Antonio
Publication year - 2017
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201700059
Subject(s) - hypervalent molecule , chemistry , reagent , coumarin , iodine , thiol , derivatization , reactivity (psychology) , absorbance , chromophore , residue (chemistry) , glutathione , organic chemistry , combinatorial chemistry , photochemistry , chromatography , high performance liquid chromatography , medicine , alternative medicine , pathology , enzyme
A new hypervalent iodine reagent ( 5 ) based on 1,2‐dihydro‐3,3‐dimethyl‐1,2‐benziodoxole containing a 4‐methyl‐7‐tetrafluoroethoxycoumarin unit as a specific UV absorber was prepared and fully characterized, including X‐ray crystal structural analysis. The high reactivity of this compound towards thiols has been exploited for the selective tagging of several targets with the UV chromophore coumarin, including e.g . glutathione.