Efficient Syntheses and Resolutions of Inherently Chiral Calix[4]quinolines in the Cone and Partial-Cone Conformation

2005 ◽  
Vol 70 (19) ◽  
pp. 7662-7671 ◽  
Author(s):  
Ru Miao ◽  
Qi-Yu Zheng ◽  
Chuan-Feng Chen ◽  
Zhi-Tang Huang
Keyword(s):  
Cone Conformation ◽  
Partial Cone ◽  
Inherently Chiral

Synthesis of inherently chiral calixarenes via direct mercuration of the partial cone conformation

2016 ◽  
Vol 52 (11) ◽  
pp. 2366-2369 ◽  
Author(s):  
Petr Slavík ◽  
Michal Kohout ◽  
Stanislav Böhm ◽  
Václav Eigner ◽  
Pavel Lhoták
Keyword(s):  
Cone Conformation ◽  
Partial Cone ◽  
Inherently Chiral ◽  
Inherently Chiral Calixarenes

Regioselective mercuration of calix[4]arene in the partial cone conformation enabled a straightforward access to a novel type of inherently chiral calixarenes with a highly distorted cavity.

An inherently chiral calix[4]crown carboxylic acid in the partial cone conformation

2012 ◽  
Vol 77 (1-4) ◽  
pp. 327-335 ◽  
Author(s):  
Jiao Shi ◽  
Si-Zhe Li ◽  
Yu-Xiang Xia ◽  
Xiao-Gang Wang ◽  
Jun Luo ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Cone Conformation ◽  
Partial Cone ◽  
Inherently Chiral

Calixarene Phosphorylation: Cation Control of Reaction Pathways

1993 ◽  
Vol 46 (11) ◽  
pp. 1673 ◽  
Author(s):  
LT Byrne ◽  
JM Harrowfield ◽  
DCR Hockless ◽  
BJ Peachey ◽  
BW Skelton ◽  
...  
Keyword(s):  
Phase Transfer ◽  
Tetrabutylammonium Bromide ◽  
Crystal Structure Analysis ◽  
Bidentate Ligand ◽  
Tetraethylammonium Bromide ◽  
Cone Conformation ◽  
Formation Reaction ◽  
Partial Cone ◽  
Major Reaction Product ◽  
Major Reaction

The hydroxide ion catalysed phosphorylation of p-t- butylcalix [4] arene by diethyl chlorophosphate under heterogeneous conditions shows a marked sensitivity to the nature of the phase transfer catalyst used. Thus, substitution of tetraethylammonium bromide for the tetrabutylammonium bromide prescribed for the synthesis of the calixarene tetraphosphate leads to a major reaction product becoming a bis (phosphate) in which the calixarene binds as a unidentate ligand to one phosphorus and as a bidentate ligand to the other. An X-ray crystal structure analysis on this new compound shows the calixarene to adopt a somewhat distorted 'cone' conformation with an unusual orientation of one of the t-butyl substituents into the cone cavity. It also reveals that a significant diastereoselectivity must operate in the formation reaction. The only other reaction product detected in this system appears to be the calixarene tetraphosphate in a partial cone conformation.

Metal Ion Binding to Calixarenes: Pendent Arm Coordination Assisted by Self-Inclusion

1994 ◽  
Vol 47 (6) ◽  
pp. 1185 ◽  
Author(s):  
JM Harrowfield ◽  
M Mocerino ◽  
BW Skelton ◽  
CR Whitaker ◽  
AH White
Keyword(s):  
Structural Characterization ◽  
Metal Ion ◽  
Room Temperature ◽  
Ion Binding ◽  
Metal Ion Binding ◽  
Cone Conformation ◽  
X Ray ◽  
Partial Cone ◽  
Arm Coordination

The synthesis and room-temperature single-crystal X-ray structural characterization of 25,27- di(allyloxy)-5,17-di-t-butyl-26,28-dimethoxycalix[4]arene are recorded. Crystals are monoclinic, C2/c, a 29.089(5), b 10.742(2), c 26.218(8) Ǻ, β 110.09(2)°, Z = 8; the structure was refined to a residual of 0.065 for 4103 independent 'observed' [I > 3σ(I)] reflections. The flattened partial cone conformation of the molecule allows inclusion of one of the methoxy substituents in a way which could block inclusion of a metal ion capable of polyhapto aromatic coordination and which may therefore explain why solution n.m.r. measurements indicate that silver(I) binds to the pendent alkene groups.

Complexation and DFT studies of lower rim hexahomotrioxacalix[3]arene derivatives bearing pyridyl groups with transition and heavy metal cations. Cone versus partial cone conformation

2013 ◽  
Vol 26 (4) ◽  
pp. 295-305 ◽  
Author(s):  
Paula M. Marcos ◽  
Filipa A. Teixeira ◽  
Manuel A. P. Segurado ◽  
José R. Ascenso ◽  
Raul J. Bernardino ◽  
...  
Keyword(s):  
Heavy Metal ◽  
Metal Cations ◽  
Dft Studies ◽  
Cone Conformation ◽  
Cone Versus ◽  
Heavy Metal Cations ◽  
Partial Cone

Synthesis and Optical Resolution of a Series of Inherently Chiral Calix[4]crowns with Cone and Partial Cone Conformations

2005 ◽  
Vol 11 (20) ◽  
pp. 5917-5928 ◽  
Author(s):  
Jun Luo ◽  
Qi-Yu Zheng ◽  
Chuan-Feng Chen ◽  
Zhi-Tang Huang
Keyword(s):  
Optical Resolution ◽  
Partial Cone ◽  
Inherently Chiral

Anion receptors based on ureidocalix[4]arenes immobilised in the partial cone conformation

2013 ◽  
Vol 37 (1) ◽  
pp. 220-227 ◽  
Author(s):  
Oldřich Hudeček ◽  
Jan Budka ◽  
Hana Dvořáková ◽  
Petra Cuřínová ◽  
Ivana Císařová ◽  
...  
Keyword(s):  
Anion Receptors ◽  
Cone Conformation ◽  
Partial Cone

scholarly journals SYNTHESIS OF THIOMETHYLATED CALIX[4]RESORCINARENE BASED ON FENNEL OIL VIA CHLOROMETHYLATION

2011 ◽  
Vol 11 (1) ◽  
pp. 1-8 ◽  
Author(s):  
Suryadi Budi Utomo ◽  
Jumina Jumina ◽  
Dwi Siswanta ◽  
Mustofa Mustofa ◽  
Naresh Kumar
Keyword(s):  
Melting Point ◽  
Sodium Hydroxide ◽  
1H Nmr ◽  
Sodium Hydroxide Solution ◽  
Starting Material ◽  
Cone Conformation ◽  
Hydroxide Solution ◽  
Partial Cone ◽  
Ft Ir ◽  
Fennel Oil

A research has been conducted to synthesize thiomethylated-C-4-methoxyphenylcalix[4]resorcinarene using fennel oil as a starting material. The synthesis was carried out in four steps i.e. (1) oxidation of anethole to yield p-anisaldehyde, (2) HCl-catalyzed condensation of p-anisaldehyde with resorcinol, (3) chloromethylation of C-4-methoxyphenylcalix[4]resorcinarene with paraformaldehyde and HCl in the presence of ZnCl2 to yield tetrakis-chloromethyl-C-4-methoxyphenylcalix[4]resorcinarene, and (4) reaction of tetrakis-chloromethyl-C-4-methoxyphenylcalix[4]resorcinarene with thiourea followed by hydrolysis with sodium hydroxide solution to yield tetrakis-thiomethyl-C-4-methoxyphenylcalix[4]resorcinarene. The prepared compounds were characterized based on melting point, FT-IR, and NMR spectrometers. According to the analysis of 1H-NMR spectrometer, C-4-methoxyphenylcalix[4]resorcinarene and tetrakis-chloromethyl-C-4-methoxyphenylcalix[4]resorcinarene were observed in the chair or flattened partial cone conformation, while tetrakis-thiomethyl-C-4-methoxyphenylcalix[4]resorcinarene tend to exist in the crown or cone conformation.

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