6533b830fe1ef96bd12971ac
RESEARCH PRODUCT
Reversible O–H bond activation by an intramolecular frustrated Lewis pair
Simon AldridgePetra VaskoPetra VaskoJamie HicksM. ÁNgeles Fuentessubject
010405 organic chemistryHydrogen bondintramolecular frustrated Lewis pair010402 general chemistry01 natural sciencesFrustrated Lewis pair0104 chemical sciencesAdductInorganic Chemistrykemialliset sidoksetCrystallographychemistry.chemical_compoundchemistryreversible O-H bond activationZwitterionIntramolecular forceta116Bond cleavagedescription
The interactions of the O-H bonds in alcohols, water and phenol with dimethylxanthene-derived frustrated Lewis pairs (FLPs) have been probed. Within the constraints of this backbone framework, the preference for adduct formation or O-H bond cleavage to give the corresponding zwitterion is largely determined by pKa considerations. In the case of the PPh2/B(C6F5)2 system and p-tBuC6H4OH, an equilibrium is established between the two isomeric forms which allows the thermodynamic parameters associated with zwitterion formation via O-H bond cleavage to be probed.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2019-01-01 | Dalton Transactions |