Cation-π Interactions Between Alkali Metal Cations and Neutral Double Bonds

Jiaxin Hu; Leonard J. Barbour; George W. Gokel

doi:10.1135/cccc20041050

Cation-π Interactions Between Alkali Metal Cations and Neutral Double Bonds

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc20041050 ◽

2004 ◽

Vol 69 (5) ◽

pp. 1050-1062 ◽

Cited By ~ 5

Author(s):

Jiaxin Hu ◽

Leonard J. Barbour ◽

George W. Gokel

Keyword(s):

Alkali Metal ◽

Metal Cations ◽

Alkali Metal Cations ◽

Double Bonds ◽

Lariat Ethers ◽

X Ray ◽

Π Interactions ◽

X Ray Crystallography ◽

Sodium And Potassium

Two-armed lariat ethers having double bonds present in their side arms form stable complexes with sodium and potassium cations. When the double bonds are positioned appropriately, cation-π interactions are observed between the neutral double bonds and the macroring- bound cation as demonstrated by X-ray crystallography.

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Systhesis, Characterization and Spectroscopic Properties of (2E,6E)-2,6-Bis(2,3,4-tri-methoxy-benzylidene)cyclohexanone

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.396-398.2338 ◽

2011 ◽

Vol 396-398 ◽

pp. 2338-2341

Author(s):

Xing Chuan Wei ◽

Zhi Li Liu ◽

Kun Zhang ◽

Zhi Yun Du ◽

Xi Zheng

Keyword(s):

Crystal Structure ◽

Acetic Acid ◽

Hydrogen Bonds ◽

Title Compound ◽

Spectroscopic Properties ◽

Spectral Studies ◽

Double Bonds ◽

X Ray ◽

Π Interactions ◽

X Ray Crystallography

In this paper, (2E,6E)-2,6-Bis(2,3,4-tri-methoxy -benzylidene)cyclohexanone (omitted as tmbcho) (1) was obtained by the reaction of acetic acid, tetrahydrofuran, cyclohexanone and 2,3,4-tri-methoxy-benzaldehyde. Three non-classic hydrogen bonds were observed in the compound. X-ray crystallography shows that the crystal structure is stabilized by intermolecular C-H•••π interactions and it contains plenty of conjugated double bonds. The title compound was characterized by UV-vis and fluorescent spectral studies.

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Erratum to “An NMR spectroscopic study of the binding of alkali metal cations and methanol by cis-Mo(CO)4{Ph2P(CH2CH2O) CH2CH2PPh2-P,P′} (n = 4, 5) metallocrown ethers. The X-ray crystal structures of cis-Mo(CO)4{Ph2P(CH2CH2O)4CH2CH2PPh2-P,P′} · MeOH and cis-Mo(CO)4{Ph2P(CH2CH2O)4CH2CH2PPh2-P,P′} · H2O” [Inorganica Chimica Acta, 246 (1996) 229–240]

Inorganica Chimica Acta ◽

10.1016/s0020-1693(97)05583-7 ◽

1997 ◽

Vol 261 (2) ◽

pp. 233 ◽

Cited By ~ 7

Author(s):

Gary M Gray ◽

Frederick P Fish ◽

Christina H Duffey

Keyword(s):

Alkali Metal ◽

Spectroscopic Study ◽

Crystal Structures ◽

Metal Cations ◽

Alkali Metal Cations ◽

X Ray

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Lariat ethers with a novel proton-ionizable group. Synthesis and solvent extraction of alkali metal cations

Chemical Communications ◽

10.1039/a703106h ◽

1997 ◽

pp. 1499-1500 ◽

Cited By ~ 28

Author(s):

Vincent J. Huber ◽

Sheryl N. Ivy ◽

Jianping Lu ◽

Richard A. Bartsch

Keyword(s):

Solvent Extraction ◽

Alkali Metal ◽

Metal Cations ◽

Alkali Metal Cations ◽

Lariat Ethers

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Molecular design of the electron-donating sidearm of lariat ethers: effective coordination of the quinoline moiety in complexation toward alkali-metal cations

Journal of the American Chemical Society ◽

10.1021/ja00210a037 ◽

1988 ◽

Vol 110 (2) ◽

pp. 531-538 ◽

Cited By ~ 57

Author(s):

Yohji. Nakatsuji ◽

Tetsuya. Nakamura ◽

Masayuki. Yonetani ◽

Hajime. Yuya ◽

Mitsuo. Okahara

Keyword(s):

Alkali Metal ◽

Molecular Design ◽

Metal Cations ◽

Alkali Metal Cations ◽

Lariat Ethers ◽

Quinoline Moiety

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ChemInform Abstract: Surface Active Crown Ethers. Part 7. Synthesis of Lariat Ethers from 14-Crown-4 and Their Surface-Active Properties and Functions Due to the Complexing Ability with Alkali Metal Cations.

Chemischer Informationsdienst ◽

10.1002/chin.198602225 ◽

1986 ◽

Vol 17 (2) ◽

Author(s):

S. INOKUMA ◽

T. KOHNO ◽

K. INOUE ◽

K. YABUSA ◽

T. KUWAMURA

Keyword(s):

Alkali Metal ◽

Crown Ethers ◽

Metal Cations ◽

Alkali Metal Cations ◽

Lariat Ethers ◽

Complexing Ability ◽

Surface Active Properties ◽

Surface Active

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ChemInform Abstract: Lariat Ethers with a Novel Proton-Ionizable Group. Synthesis and Solvent Extraction of Alkali Metal Cations.

ChemInform ◽

10.1002/chin.199747187 ◽

2010 ◽

Vol 28 (47) ◽

pp. no-no

Author(s):

V. J. HUBER ◽

S. N. IVY ◽

J. LU ◽

R. A. BARTSCH

Keyword(s):

Solvent Extraction ◽

Alkali Metal ◽

Metal Cations ◽

Alkali Metal Cations ◽

Lariat Ethers

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ChemInform Abstract: Importance of the Glycerol Structure of C-Pivot Lariat Ethers Containing a 16-Crown-5 Ring for Effective Complexation Toward Alkali Metal Cations

ChemInform ◽

10.1002/chin.199739190 ◽

2010 ◽

Vol 28 (39) ◽

pp. no-no

Author(s):

K. KITA ◽

T. KIDA ◽

Y. NAKATSUJI ◽

I. IKEDA

Keyword(s):

Alkali Metal ◽

Metal Cations ◽

Alkali Metal Cations ◽

Lariat Ethers

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Erratum to “An NMR spectroscopic study of the binding of alkali metal cations and methanol by cis Mo(CO)4{Ph2P(CH2CH2O)nCH2CH2PPh2-P,P′} (n=4,5) metallacrown ethers. The X-ray crystal structures of cis-Mo (CO)4 {Ph2P(CH2CH2O)4CH2CH2PPh2-P,P′} · MeOH and cis-Mo (CO)4 {Ph2P(CH2CH2O)4CH2CH2PPh2-P,P′} · H2O” [Inorganica chimica acta 246 (1996) 229–240]

Inorganica Chimica Acta ◽

10.1016/s0020-1693(96)05468-0 ◽

1997 ◽

Vol 254 (1) ◽

pp. 201 ◽

Cited By ~ 1

Author(s):

Gary M. Gray ◽

Frederick P. Fish ◽

Christina H. Duffey

Keyword(s):

Alkali Metal ◽

Spectroscopic Study ◽

Crystal Structures ◽

Metal Cations ◽

Alkali Metal Cations ◽

X Ray ◽

Metallacrown Ethers

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Dipole Effects on Cation−π Interactions: Absolute Bond Dissociation Energies of Complexes of Alkali Metal Cations toN-methylaniline andN,N-dimethylaniline

The Journal of Physical Chemistry A ◽

10.1021/jp800434v ◽

2008 ◽

Vol 112 (35) ◽

pp. 7996-8008 ◽

Cited By ~ 26

Author(s):

Nuwan Hallowita ◽

Damon R. Carl ◽

P. B. Armentrout ◽

M. T. Rodgers

Keyword(s):

Alkali Metal ◽

Metal Cations ◽

Bond Dissociation Energies ◽

Alkali Metal Cations ◽

Π Interactions ◽

Bond Dissociation ◽

Dissociation Energies

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Synthesis of lariat ethers from 14-crown-4, and their surface-active properties and functions due to the complexing ability with alkali metal cations.

NIPPON KAGAKU KAISHI ◽

10.1246/nikkashi.1985.1585 ◽

1985 ◽

pp. 1585-1591 ◽

Cited By ~ 4

Author(s):

Seiichi INOKUMA ◽

Toshihiko KOHNO ◽

Kazuo INOUE ◽

Kazuya YABUSA ◽

Tsunehiko KUWAMURA

Keyword(s):

Alkali Metal ◽

Metal Cations ◽

Alkali Metal Cations ◽

Lariat Ethers ◽

Complexing Ability ◽

Surface Active Properties ◽

Surface Active

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