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.

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

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

Inherently Chiral Calixarenes

1994 ◽  
pp. 17-39
Author(s):  
Volker Böhmer ◽  
Dagmar Kraft ◽  
Moniralsadat Tabatabai
Keyword(s):  
Inherently Chiral ◽  
Inherently Chiral Calixarenes

Regioselective formation of the quinazoline moiety on the upper rim of calix[4]arene as a route to inherently chiral systems

2020 ◽  
Vol 44 (16) ◽  
pp. 6490-6500
Author(s):  
M. Tlustý ◽  
H. Dvořáková ◽  
J. Čejka ◽  
M. Kohout ◽  
P. Lhoták
Keyword(s):  
Inherently Chiral ◽  
Chiral Systems ◽  
Upper Rim ◽  
Inherently Chiral Calixarenes

N-acyl aminocalix[4]arenes were cyclized with nitriles to afford the expected quinazolines only in the case of para-substituted series. This strategy represents a new route to inherently chiral calixarenes potentially useful as fluorescent receptors.

Synthesis and stereochemical configuration of diastereomeric inherently chiral calixarenes with ABCH and ABCD type of substitution at the lower rim

2012 ◽  
Vol 48 (2) ◽  
pp. 284-292 ◽  
Author(s):  
O. A. Yesypenko ◽  
V. I. Boyko ◽  
O. V. Shishkin ◽  
S. V. Shishkina ◽  
V. V. Pirozhenko ◽  
...  
Keyword(s):  
Stereochemical Configuration ◽  
Inherently Chiral ◽  
Inherently Chiral Calixarenes

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.

Sign in / Sign up

Export Citation Format

Share Document