Enhancement of London Dispersion in Frustrated Lewis Pairs: Towards a Crystalline Encounter Complex

Flip Holtrop; Christoph Helling; Martin Lutz; Nicolaas P. Van leest; Bas De Bruin; J. Chris Slootweg

doi:10.1055/a-1928-4902

Enhancement of London Dispersion in Frustrated Lewis Pairs: Towards a Crystalline Encounter Complex

Flip Holtrop^*
, Christoph Helling
, Martin Lutz
, Nicolaas P. Van leest
, Bas De Bruin
, J. Chris Slootweg

^*Corresponding author for this work

Van ’t Hoff Institute for Molecular Sciences, University of Amsterdam

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

Abstract

The encounter complex, i.e., the pre-organized assembly consisting of a Lewis acid and a Lewis base, is a fundamental concept in frustrated Lewis pair (FLP) chemistry. However, this donor acceptor complex is challenging to study due to its transient nature. Here, we present a combined theoretical and experimental investigation on the potential isolation of an encounter complex enabled by enhancement of London dispersion forces between a sterically encumbered Lewis acid and base pair. Guided by computational analyses, the FLP originating from the bulky triarylamine N(3,5-tBu2C6H3)3 and the novel triarylborane B(3,5-tBu2C6H3)3 was investigated, leading to the isolation of at 1:1 co-crystal of both FLP components.

Original language	English
Pages (from-to)	1122-1128
Number of pages	7
Journal	Synlett
Volume	34
Issue number	10
Early online date	11 Oct 2022
DOIs	https://doi.org/10.1055/a-1928-4902
Publication status	Published - 2023

Bibliographical note

Funding Information:
This work was supported by Departlllellt oj Vetera"s Affairs Medical CeJJter R esearch FUllds and ill part by Public Health Sewices rescore/, grallt M01-RR00064 frOIll theNalional Cell terJ or Research Resources. LaurwceJ. Meyer lJIas supported by a career develoPIIICllt award frOIll the DepartllleJIt oJ Veterans Affairs Medical Cellter.

Publisher Copyright:
© 2022 Georg Thieme Verlag. All rights reserved.

Keywords

frustrated Lewis pairs
encounter complex
London dispersion forces
Lewis acid
Lewis base

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a-1928-4902Final published version, 1.43 MBLicence: CC BY

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title = "Enhancement of London Dispersion in Frustrated Lewis Pairs: Towards a Crystalline Encounter Complex",

abstract = "The encounter complex, i.e., the pre-organized assembly consisting of a Lewis acid and a Lewis base, is a fundamental concept in frustrated Lewis pair (FLP) chemistry. However, this donor acceptor complex is challenging to study due to its transient nature. Here, we present a combined theoretical and experimental investigation on the potential isolation of an encounter complex enabled by enhancement of London dispersion forces between a sterically encumbered Lewis acid and base pair. Guided by computational analyses, the FLP originating from the bulky triarylamine N(3,5-tBu2C6H3)3 and the novel triarylborane B(3,5-tBu2C6H3)3 was investigated, leading to the isolation of at 1:1 co-crystal of both FLP components.",

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author = "Flip Holtrop and Christoph Helling and Martin Lutz and \{Van leest\}, \{Nicolaas P.\} and \{De Bruin\}, Bas and Slootweg, \{J. Chris\}",

note = "Funding Information: This work was supported by Departlllellt oj Vetera{"}s Affairs Medical CeJJter R esearch FUllds and ill part by Public Health Sewices rescore/, grallt M01-RR00064 frOIll theNalional Cell terJ or Research Resources. LaurwceJ. Meyer lJIas supported by a career develoPIIICllt award frOIll the DepartllleJIt oJ Veterans Affairs Medical Cellter. Publisher Copyright: {\textcopyright} 2022 Georg Thieme Verlag. All rights reserved.",

year = "2023",

doi = "10.1055/a-1928-4902",

language = "English",

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AU - Holtrop, Flip

AU - Helling, Christoph

AU - Lutz, Martin

AU - Van leest, Nicolaas P.

AU - De Bruin, Bas

AU - Slootweg, J. Chris

N1 - Funding Information: This work was supported by Departlllellt oj Vetera"s Affairs Medical CeJJter R esearch FUllds and ill part by Public Health Sewices rescore/, grallt M01-RR00064 frOIll theNalional Cell terJ or Research Resources. LaurwceJ. Meyer lJIas supported by a career develoPIIICllt award frOIll the DepartllleJIt oJ Veterans Affairs Medical Cellter. Publisher Copyright: © 2022 Georg Thieme Verlag. All rights reserved.

PY - 2023

Y1 - 2023

N2 - The encounter complex, i.e., the pre-organized assembly consisting of a Lewis acid and a Lewis base, is a fundamental concept in frustrated Lewis pair (FLP) chemistry. However, this donor acceptor complex is challenging to study due to its transient nature. Here, we present a combined theoretical and experimental investigation on the potential isolation of an encounter complex enabled by enhancement of London dispersion forces between a sterically encumbered Lewis acid and base pair. Guided by computational analyses, the FLP originating from the bulky triarylamine N(3,5-tBu2C6H3)3 and the novel triarylborane B(3,5-tBu2C6H3)3 was investigated, leading to the isolation of at 1:1 co-crystal of both FLP components.

AB - The encounter complex, i.e., the pre-organized assembly consisting of a Lewis acid and a Lewis base, is a fundamental concept in frustrated Lewis pair (FLP) chemistry. However, this donor acceptor complex is challenging to study due to its transient nature. Here, we present a combined theoretical and experimental investigation on the potential isolation of an encounter complex enabled by enhancement of London dispersion forces between a sterically encumbered Lewis acid and base pair. Guided by computational analyses, the FLP originating from the bulky triarylamine N(3,5-tBu2C6H3)3 and the novel triarylborane B(3,5-tBu2C6H3)3 was investigated, leading to the isolation of at 1:1 co-crystal of both FLP components.

KW - frustrated Lewis pairs

KW - encounter complex

KW - London dispersion forces

KW - Lewis acid

KW - Lewis base

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JO - Synlett

JF - Synlett

IS - 10

ER -

Enhancement of London Dispersion in Frustrated Lewis Pairs: Towards a Crystalline Encounter Complex

Abstract

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Keywords

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