Probing Halogen-πversus CH-πInteractions in Molecular Balance

Jie Jian; Jordi Poater; Paul B. White; Christine J. McKenzie; F. Matthias Bickelhaupt; Jasmin Mecinović

doi:10.1021/acs.orglett.0c02773

Probing Halogen-πversus CH-πInteractions in Molecular Balance

Jie Jian
, Jordi Poater
, Paul B. White
, Christine J. McKenzie
, F. Matthias Bickelhaupt
, Jasmin Mecinović

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

19 Citations (Scopus)

Abstract

Molecular balances based on the dibenzobicyclo[3.2.2]nonane template enable probing of the competition between halogen-πand CH-πinteractions. Structural, NMR spectroscopic, and computational analyses revealed that the πsystem can favorably interact both with C-X or C-H functionalities, depending on the size of the functional group.

Original language	English
Pages (from-to)	7870-7873
Number of pages	4
Journal	Organic Letters
Volume	22
Issue number	20
DOIs	https://doi.org/10.1021/acs.orglett.0c02773
Publication status	Published - 16 Oct 2020
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.0c02773

Cite this

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abstract = "Molecular balances based on the dibenzobicyclo[3.2.2]nonane template enable probing of the competition between halogen-πand CH-πinteractions. Structural, NMR spectroscopic, and computational analyses revealed that the πsystem can favorably interact both with C-X or C-H functionalities, depending on the size of the functional group.",

author = "Jie Jian and Jordi Poater and White, \{Paul B.\} and McKenzie, \{Christine J.\} and Bickelhaupt, \{F. Matthias\} and Jasmin Mecinovi{\'c}",

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AU - Jian, Jie

AU - Poater, Jordi

AU - White, Paul B.

AU - McKenzie, Christine J.

AU - Bickelhaupt, F. Matthias

AU - Mecinović, Jasmin

PY - 2020/10/16

Y1 - 2020/10/16

N2 - Molecular balances based on the dibenzobicyclo[3.2.2]nonane template enable probing of the competition between halogen-πand CH-πinteractions. Structural, NMR spectroscopic, and computational analyses revealed that the πsystem can favorably interact both with C-X or C-H functionalities, depending on the size of the functional group.

AB - Molecular balances based on the dibenzobicyclo[3.2.2]nonane template enable probing of the competition between halogen-πand CH-πinteractions. Structural, NMR spectroscopic, and computational analyses revealed that the πsystem can favorably interact both with C-X or C-H functionalities, depending on the size of the functional group.

UR - https://www.scopus.com/pages/publications/85093539037

U2 - 10.1021/acs.orglett.0c02773

DO - 10.1021/acs.orglett.0c02773

M3 - Article

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AN - SCOPUS:85093539037

SN - 1523-7060

VL - 22

SP - 7870

EP - 7873

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Probing Halogen-πversus CH-πInteractions in Molecular Balance

Abstract

ASJC Scopus subject areas

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