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 journalArticle

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 languageEnglish
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
DOIs
Publication statusAccepted/In press - 2014 Feb 8
Externally publishedYes

Fingerprint

Carbon
chemical derivatives
Derivatives
solid state
carbon
Polyethers
twisting
methylene
hybridization
cavities
causes

Keywords

  • Crown ether
  • Solid-state structure
  • X-ray crystal structure

ASJC Scopus subject areas

  • Chemistry(all)
  • Food Science
  • Condensed Matter Physics

Cite this

Solid-state structures of sym-dibenzo-16-crown-5 and its derivatives. / Dalley, N. Kent; Cannon, John F.; Kim, Jong Seung; Jang, Youngchan; Hanes, Robert E.; Bartsch, Richard A.

In: Journal of Inclusion Phenomena and Macrocyclic Chemistry, 08.02.2014.

Research output: Contribution to journalArticle

Dalley, N. Kent ; Cannon, John F. ; Kim, Jong Seung ; Jang, Youngchan ; Hanes, Robert E. ; Bartsch, Richard A. / Solid-state structures of sym-dibenzo-16-crown-5 and its derivatives. In: Journal of Inclusion Phenomena and Macrocyclic Chemistry. 2014.
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AU - Hanes, Robert E.

AU - Bartsch, Richard A.

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