Durka, Krzysztof; Lulinski, Sergiusz; Serwatowski, Janusz; Wozniak, Krzysztof published the artcile< Influence of Fluorination and Boronic Group Synergy on the Acidity and Structural Behavior of o-Phenylenediboronic Acids>, Application of C6H3F2I, the main research area is crystal mol structure phenyldiboronic acid fluorinated preparation acidity dehydration.
The solid-state and solution structural properties and acidity of fluorinated 1,2-phenylenediboronic acids were studied. Solution NMR studies indicate that these compounds equilibrate with their dehydrated forms, in the simplest case presumably possessing the cyclic benzoxadiborole structure. Ab initio calculations showed that the stability of such cyclic semianhydrides is improved by fluorination of the aromatic ring and complexation of one of the B centers with H2O. This was demonstrated by the crystal structure determination of tetrafluoro-1,2-phenylenediboronic acid. The coordinated H2O mol. participates in very strong intermol. H bonding with the OH group bonded to the four-coordinate B center (dO···O = 2.423(2) Å, Eint = -87 kJ mol-1). In fact this compound is an oxonium, i.e., Bronsted acid, which is exceptional for boronic acids. Under different crystallization conditions, tetrafluoro-1,2-phenylenediboronic acid dimerizes by aggregation of boronic groups, which gives an uncommon eight-membered B4O4 ring. Such a coordination dimer exists as the boat conformer, featuring π-π interactions of fluorinated aromatic rings. The enhanced acidity of 1,2-phenylenediboronic acids can be rationalized in terms of a synergic effect of two adjacent boronic groups and is manifested by relatively low pKa values ranging from 6.0 (1,2-phenylenediboronic acid) to only 3.0 for the perfluorinated derivative
Organometallics published new progress about Boronic acids Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation) (phenylboronic acids). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Application of C6H3F2I.
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com