Solid-state structures of sym-dibenzo-16-crown-5 and its derivatives

N. Kent Dalley; John F. Cannon; Jong Seung Kim; Youngchan Jang; Robert E. Hanes; Richard A. Bartsch

doi:10.1007/s10847-014-0389-3

Solid-state structures of sym-dibenzo-16-crown-5 and its derivatives

N. Kent Dalley, John F. Cannon, Jong Seung Kim, Youngchan Jang, Robert E. Hanes, Richard A. Bartsch

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

Abstract

Solid-state structures of sym-dibenzo-16-crown-5 (1) and five derivatives with one or two substituents on the three-carbon bridge have been determined. The derivatives with three sp³-hybridized carbons include sym-(propyl)dibenzo-16-crown-5 (4), sym-(pentafluorophenoxy)-dibenzo-16-crown-5 (5), and sym-[di(methoxymethyl)]dibenzo-16-crown-5 (6). Structures of two derivatives with sp²-hybridization of the central carbon (7 and 8) were also determined. Twisting of the three-carbon bridge causes one of the terminal methylene groups to be oriented within the polyether cavity.

Original language	English
Pages (from-to)	263-271
Number of pages	9
Journal	Journal of Inclusion Phenomena and Macrocyclic Chemistry
Volume	80
Issue number	3-4
DOIs	https://doi.org/10.1007/s10847-014-0389-3
Publication status	Published - 2014 Dec
Externally published	Yes

Bibliographical note

Publisher Copyright:
© Springer Science+Business Media Dordrecht 2014.

Keywords

Crown ether
Solid-state structure
X-ray crystal structure

ASJC Scopus subject areas

Food Science
General Chemistry
Condensed Matter Physics

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10.1007/s10847-014-0389-3

Cite this

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title = "Solid-state structures of sym-dibenzo-16-crown-5 and its derivatives",

abstract = "Solid-state structures of sym-dibenzo-16-crown-5 (1) and five derivatives with one or two substituents on the three-carbon bridge have been determined. The derivatives with three sp3-hybridized carbons include sym-(propyl)dibenzo-16-crown-5 (4), sym-(pentafluorophenoxy)-dibenzo-16-crown-5 (5), and sym-[di(methoxymethyl)]dibenzo-16-crown-5 (6). Structures of two derivatives with sp2-hybridization of the central carbon (7 and 8) were also determined. Twisting of the three-carbon bridge causes one of the terminal methylene groups to be oriented within the polyether cavity.",

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doi = "10.1007/s10847-014-0389-3",

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AU - Dalley, N. Kent

AU - Cannon, John F.

AU - Kim, Jong Seung

AU - Jang, Youngchan

AU - Hanes, Robert E.

AU - Bartsch, Richard A.

N1 - Publisher Copyright: © Springer Science+Business Media Dordrecht 2014.

PY - 2014/12

Y1 - 2014/12

N2 - Solid-state structures of sym-dibenzo-16-crown-5 (1) and five derivatives with one or two substituents on the three-carbon bridge have been determined. The derivatives with three sp3-hybridized carbons include sym-(propyl)dibenzo-16-crown-5 (4), sym-(pentafluorophenoxy)-dibenzo-16-crown-5 (5), and sym-[di(methoxymethyl)]dibenzo-16-crown-5 (6). Structures of two derivatives with sp2-hybridization of the central carbon (7 and 8) were also determined. Twisting of the three-carbon bridge causes one of the terminal methylene groups to be oriented within the polyether cavity.

AB - Solid-state structures of sym-dibenzo-16-crown-5 (1) and five derivatives with one or two substituents on the three-carbon bridge have been determined. The derivatives with three sp3-hybridized carbons include sym-(propyl)dibenzo-16-crown-5 (4), sym-(pentafluorophenoxy)-dibenzo-16-crown-5 (5), and sym-[di(methoxymethyl)]dibenzo-16-crown-5 (6). Structures of two derivatives with sp2-hybridization of the central carbon (7 and 8) were also determined. Twisting of the three-carbon bridge causes one of the terminal methylene groups to be oriented within the polyether cavity.

KW - Crown ether

KW - Solid-state structure

KW - X-ray crystal structure

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Solid-state structures of sym-dibenzo-16-crown-5 and its derivatives

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

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