Reversible O-H bond activation by an intramolecular frustrated Lewis pair

Petra Vasko; M. Ángeles Fuentes; Jamie Hicks; Simon Aldridge

doi:10.1039/c9dt00228f

Reversible O-H bond activation by an intramolecular frustrated Lewis pair

Petra Vasko^*, M. Ángeles Fuentes, Jamie Hicks, Simon Aldridge

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

Abstract

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 pK _a considerations. In the case of the PPh ₂ /B(C ₆ F ₅ ) ₂ system and p- ^t BuC ₆ H ₄ OH, 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.

Original language	English
Pages (from-to)	2896-2899
Number of pages	4
Journal	Dalton Transactions
Volume	48
Issue number	9
DOIs	https://doi.org/10.1039/c9dt00228f
Publication status	Published - 2019
Externally published	Yes

Access to Document

10.1039/c9dt00228f

Cite this

@article{623886473f944f24bfc641af3076a79b,

title = "Reversible O-H bond activation by an intramolecular frustrated Lewis pair",

abstract = " 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 pK a considerations. In the case of the PPh 2 /B(C 6 F 5 ) 2 system and p- t BuC 6 H 4 OH, 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.",

author = "Petra Vasko and Fuentes, {M. {\'A}ngeles} and Jamie Hicks and Simon Aldridge",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2019.",

year = "2019",

doi = "10.1039/c9dt00228f",

language = "English",

volume = "48",

pages = "2896--2899",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "9",

}

TY - JOUR

T1 - Reversible O-H bond activation by an intramolecular frustrated Lewis pair

AU - Vasko, Petra

AU - Fuentes, M. Ángeles

AU - Hicks, Jamie

AU - Aldridge, Simon

PY - 2019

Y1 - 2019

N2 - 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 pK a considerations. In the case of the PPh 2 /B(C 6 F 5 ) 2 system and p- t BuC 6 H 4 OH, 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.

AB - 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 pK a considerations. In the case of the PPh 2 /B(C 6 F 5 ) 2 system and p- t BuC 6 H 4 OH, 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.

UR - http://www.scopus.com/inward/record.url?scp=85062190118&partnerID=8YFLogxK

U2 - 10.1039/c9dt00228f

DO - 10.1039/c9dt00228f

M3 - Article

SN - 1477-9226

VL - 48

SP - 2896

EP - 2899

JO - Dalton Transactions

JF - Dalton Transactions

IS - 9

ER -

Reversible O-H bond activation by an intramolecular frustrated Lewis pair

Abstract

Access to Document

Other files and links

Fingerprint

Cite this