Protonation and Alkylation Induced Multidentate C-H···Anion Binding to Perrhenate

Asia Marie S. Riel; Daniel A. Decato; Orion B. Berryman

doi:10.1021/acs.cgd.5b01524

Protonation and Alkylation Induced Multidentate C-H···Anion Binding to Perrhenate

Asia Marie S. Riel, Daniel A. Decato, Orion B. Berryman

Chemistry

University of Montana

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

6 Scopus citations

Abstract

A family of pyridyl-functionalized arylacetylene C-H hydrogen bonding (HB) receptors were synthesized and binding interactions to perrhenate (ReO₄^-) studied in the solid state. The protonation and alkylation state of the pyridine nitrogen dictate the location and denticity of the interactions. X-ray structures of neutral 1 and singly charged 2a⁺·ReO₄^- reveal the formation of favorable self-complementary dimers, owing to the presence of nitrogen HB acceptor sites. Dismissal of these dimers upon elimination of nitrogen HB acceptors on the receptor result in an array of multidentate C-H HB receptor-guest contacts.

Original language	English
Pages (from-to)	974-980
Number of pages	7
Journal	Crystal Growth and Design
Volume	16
Issue number	2
DOIs	https://doi.org/10.1021/acs.cgd.5b01524
State	Published - Feb 3 2016

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title = "Protonation and Alkylation Induced Multidentate C-H···Anion Binding to Perrhenate",

abstract = "A family of pyridyl-functionalized arylacetylene C-H hydrogen bonding (HB) receptors were synthesized and binding interactions to perrhenate (ReO4-) studied in the solid state. The protonation and alkylation state of the pyridine nitrogen dictate the location and denticity of the interactions. X-ray structures of neutral 1 and singly charged 2a+·ReO4- reveal the formation of favorable self-complementary dimers, owing to the presence of nitrogen HB acceptor sites. Dismissal of these dimers upon elimination of nitrogen HB acceptors on the receptor result in an array of multidentate C-H HB receptor-guest contacts.",

author = "Riel, {Asia Marie S.} and Decato, {Daniel A.} and Berryman, {Orion B.}",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

year = "2016",

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doi = "10.1021/acs.cgd.5b01524",

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T1 - Protonation and Alkylation Induced Multidentate C-H···Anion Binding to Perrhenate

AU - Riel, Asia Marie S.

AU - Decato, Daniel A.

AU - Berryman, Orion B.

PY - 2016/2/3

Y1 - 2016/2/3

N2 - A family of pyridyl-functionalized arylacetylene C-H hydrogen bonding (HB) receptors were synthesized and binding interactions to perrhenate (ReO4-) studied in the solid state. The protonation and alkylation state of the pyridine nitrogen dictate the location and denticity of the interactions. X-ray structures of neutral 1 and singly charged 2a+·ReO4- reveal the formation of favorable self-complementary dimers, owing to the presence of nitrogen HB acceptor sites. Dismissal of these dimers upon elimination of nitrogen HB acceptors on the receptor result in an array of multidentate C-H HB receptor-guest contacts.

AB - A family of pyridyl-functionalized arylacetylene C-H hydrogen bonding (HB) receptors were synthesized and binding interactions to perrhenate (ReO4-) studied in the solid state. The protonation and alkylation state of the pyridine nitrogen dictate the location and denticity of the interactions. X-ray structures of neutral 1 and singly charged 2a+·ReO4- reveal the formation of favorable self-complementary dimers, owing to the presence of nitrogen HB acceptor sites. Dismissal of these dimers upon elimination of nitrogen HB acceptors on the receptor result in an array of multidentate C-H HB receptor-guest contacts.

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U2 - 10.1021/acs.cgd.5b01524

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SN - 1528-7483

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EP - 980

JO - Crystal Growth and Design

JF - Crystal Growth and Design

IS - 2

ER -

Protonation and Alkylation Induced Multidentate C-H···Anion Binding to Perrhenate

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