Designed molecular switches: Controlling the conformation of benzamido-diphenylacetylenes

Ian M. Jones; Andrew D. Hamilton

doi:10.1021/ol101397y

Designed molecular switches: Controlling the conformation of benzamido-diphenylacetylenes

Ian M. Jones, Andrew D. Hamilton

Chemistry

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

Abstract

With the goal of creating a molecular switch, the hydrogen-bonded diphenylacetylene structure has been modified such that an equilibrium now exists between two intramolecular H-bonded states. Through X-ray crystallography and ¹H NMR analysis it is shown that this equilibrium can be biased in a predictable manner by modulating the relative acidity of the amide NH's.

Original language	English (US)
Pages (from-to)	3651-3653
Number of pages	3
Journal	Organic Letters
Volume	12
Issue number	16
DOIs	https://doi.org/10.1021/ol101397y
State	Published - Aug 20 2010

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol101397y

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title = "Designed molecular switches: Controlling the conformation of benzamido-diphenylacetylenes",

abstract = "With the goal of creating a molecular switch, the hydrogen-bonded diphenylacetylene structure has been modified such that an equilibrium now exists between two intramolecular H-bonded states. Through X-ray crystallography and 1H NMR analysis it is shown that this equilibrium can be biased in a predictable manner by modulating the relative acidity of the amide NH's.",

author = "Jones, {Ian M.} and Hamilton, {Andrew D.}",

year = "2010",

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AB - With the goal of creating a molecular switch, the hydrogen-bonded diphenylacetylene structure has been modified such that an equilibrium now exists between two intramolecular H-bonded states. Through X-ray crystallography and 1H NMR analysis it is shown that this equilibrium can be biased in a predictable manner by modulating the relative acidity of the amide NH's.

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Designed molecular switches: Controlling the conformation of benzamido-diphenylacetylenes

Abstract

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