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Pillararene
Pillararenes are macrocycles composed of hydroquinone or dialkoxybenzene units (5 to 10) linked in the Para isomer, para position by methylene bridges. They are structurally similar to the cucurbiturils and calixarenes that play an important part in host–guest chemistry. The first pillararene was the five membered dimethoxypillar[5]arene. History 1,4-Dimethoxypillar[5]arene, the first pillararene, was reported in 2008 by Tomoki Ogoshi ''et al.'' They catalyzed the condensation (chemistry), condensation of 1,4-dimethoxybenzene and paraformaldehyde using a Lewis acid to obtain 1,4-dimethoxypillar[5]arene (DMpillar[5]arene). The methoxy groups of DMpillar[5]arene were then deprotected using boron tribromide and removed to give pillar[5]arene. Ogoshi and Kanai decided naming the new family of host macrocycles "pillararene", since they are cylindrical or pillar-like in shape and composed of aromatic or "arene" moieties.1 Chemists often refer to them as "pillarenes" orally as this is e ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Host–guest Chemistry
In supramolecular chemistry, host–guest chemistry describes inclusion compound, complexes that are composed of two or more molecules or ions that are held together in unique structural relationships by forces other than those of full covalent bonds. Host–guest chemistry encompasses the idea of molecular recognition and interactions through non-covalent bonding. Non-covalent bonding is critical in maintaining the 3D structure of large molecules, such as proteins, and is involved in many biological processes in which large molecules bind specifically but transiently to one another. Although non-covalent interactions could be roughly divided into those with more electrostatic or dispersive contributions, there are few commonly mentioned types of non-covalent interactions: ionic bonding, hydrogen bonding, van der Waals forces and hydrophobic effect, hydrophobic interactions. Host-guest interaction has raised significant attention since it was discovered. It is an important field b ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Calixarenes
A calixarene is a macrocycle or cyclic oligomer based on a methylene-linked phenols. With hydrophobic cavities that can hold smaller molecules or ions, calixarenes belong to the class of cavitands known in host–guest chemistry. Nomenclature Calixarene nomenclature is straightforward and involves counting the number of repeating units in the ring and including it in the name. A calix rene has 4 units in the ring and a calix rene has 6. A substituent in the meso position Rb is added to the name with a prefix C- as in C-methylcalix rene The word calixarene is derived from the Greek calix or chalice because this type of molecule resembles a vase (or cup) and from the word arene that refers to the aromatic building block. Synthesis Calixarenes are generally produced by condensation of two components: an electron-rich aromatic compound, classically a 4-substituted phenol, and an aldehyde, classically formaldehyde. *The scope for the aromatic component is broad diverse. The key ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cucurbituril
In host–guest chemistry, cucurbiturils are macrocyclic molecules made of glycoluril () monomers linked by methylene bridges (). The oxygen atoms are located along the edges of the band and are tilted inwards, forming a partly enclosed cavity ( cavitand). The name is derived from the resemblance of this molecule with a pumpkin of the family of Cucurbitaceae. Cucurbiturils are commonly written as cucurbit 'n''ril, where ''n'' is the number of glycoluril units. Two common abbreviations are CB 'n'''', or simply CB''n''. These compounds are particularly interesting to chemists because they are suitable hosts for an array of neutral and cationic species. The binding mode is thought to occur through hydrophobic interactions, and, in the case of cationic guests, through cation-dipole interactions as well. The dimensions of cucurbiturils are generally on the ~10 Å size scale. For instance, the cavity of cucurbit ril has a height ~9.1 Å, an outer diameter ~5.8 Å, and ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Macrocycles
Macrocycles are often described as molecules and ions containing a Ring (chemistry), ring of twelve or more atoms. Classical examples include the crown ethers, calixarenes, porphyrins, and cyclodextrins. Macrocycles describe a large, mature area of chemistry. Synthesis The formation of macrocycles by ring-closure is called macrocyclization. The central challenge to macrocyclization is that ring-closing reactions do not favor the formation of large rings. Instead, medium sized rings or polymers tend to form. Early macrocyclizations were achieved ketonic decarboxylations for the preparation of terpenoid macrocycles. So, while Ružička was able to produce various macrocycles, the yields were low. This kinetic problem can be addressed by using high-dilution reactions, whereby intramolecular processes are favored relative to polymerizations. Reactions amenable to high dilution include Dieckmann condensation and related based-induced reactions of esters with remote halides. So ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acid
An acid is a molecule or ion capable of either donating a proton (i.e. Hydron, hydrogen cation, H+), known as a Brønsted–Lowry acid–base theory, Brønsted–Lowry acid, or forming a covalent bond with an electron pair, known as a Lewis acid. The first category of acids are the proton donors, or Brønsted–Lowry acid–base theory, Brønsted–Lowry acids. In the special case of aqueous solutions, proton donors form the hydronium ion H3O+ and are known as Acid–base reaction#Arrhenius theory, Arrhenius acids. Johannes Nicolaus Brønsted, Brønsted and Martin Lowry, Lowry generalized the Arrhenius theory to include non-aqueous solvents. A Brønsted–Lowry or Arrhenius acid usually contains a hydrogen atom bonded to a chemical structure that is still energetically favorable after loss of H+. Aqueous Arrhenius acids have characteristic properties that provide a practical description of an acid. Acids form aqueous solutions with a sour taste, can turn blue litmus red, and ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Steric
Steric effects arise from the spatial arrangement of atoms. When atoms come close together there is generally a rise in the energy of the molecule. Steric effects are nonbonding interactions that influence the shape ( conformation) and reactivity of ions and molecules. Steric effects complement electronic effects, which dictate the shape and reactivity of molecules. Steric repulsive forces between overlapping electron clouds result in structured groupings of molecules stabilized by the way that opposites attract and like charges repel. Steric hindrance Steric hindrance is a consequence of steric effects. Steric hindrance is the slowing of chemical reactions due to steric bulk. It is usually manifested in ''intermolecular reactions'', whereas discussion of steric effects often focus on ''intramolecular interactions''. Steric hindrance is often exploited to control selectivity, such as slowing unwanted side-reactions. Steric hindrance between adjacent groups can also affect ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phenylene
In organic chemistry, the phenylene group () is based on a di-substituted benzene ring ( arylene). For example, poly(''p''-phenylene) is a polymer built up from ''para''-phenylene repeating units.p. C-9, Section 11.6, Handbook of Chemistry and Physics, 62nd Edition, 1981-1982, CRC Press The phenylene group has three structural isomer In chemistry, a structural isomer (or constitutional isomer in the IUPAC nomenclature) of a compound is a compound that contains the same number and type of atoms, but with a different connectivity (i.e. arrangement of bonds) between them. The ...s, based on which hydrogens are substituted: ''para''-phenylene, ''meta''-phenylene, and ''ortho''-phenylene. References Arenediyl groups {{Aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Clockwise
Two-dimensional rotation can occur in two possible directions or senses of rotation. Clockwise motion (abbreviated CW) proceeds in the same direction as a clock's hands relative to the observer: from the top to the right, then down and then to the left, and back up to the top. The opposite sense of rotation or revolution is (in Commonwealth English) anticlockwise (ACW) or (in North American English) counterclockwise (CCW). Three-dimensional rotation can have similarly defined senses when considering the corresponding angular velocity vector. Terminology Before clocks were commonplace, the terms " sunwise" and "deasil", "deiseil" and even "deocil" from the Scottish Gaelic language and from the same root as the Latin "dexter" ("right") were used for clockwise. " Widdershins" or "withershins" (from Middle Low German "weddersinnes", "opposite course") was used for counterclockwise. The terms clockwise and counterclockwise can only be applied to a rotational motion once a side ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Catalyst
Catalysis () is the increase in rate of a chemical reaction due to an added substance known as a catalyst (). Catalysts are not consumed by the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycles quickly, very small amounts of catalyst often suffice; mixing, surface area, and temperature are important factors in reaction rate. Catalysts generally react with one or more reactants to form intermediates that subsequently give the final reaction product, in the process of regenerating the catalyst. The rate increase occurs because the catalyst allows the reaction to occur by an alternative mechanism which may be much faster than the noncatalyzed mechanism. However the noncatalyzed mechanism does remain possible, so that the total rate (catalyzed plus noncatalyzed) can only increase in the presence of the catalyst and never decrease. Catalysis may be classified as either homogeneous, whose components are dispersed in the same phase (usual ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Trifluoromethanesulfonic Acid
Triflic acid, the short name for trifluoromethanesulfonic acid, TFMS, TFSA, HOTf or TfOH, is a sulfonic acid with the chemical formula CF3SO3H. It is one of the strongest known acids. Triflic acid is mainly used in research as a catalyst for esterification. It is a hygroscopic, colorless, slightly viscous liquid and is soluble in polar solvents. Synthesis Trifluoromethanesulfonic acid is produced industrially by electrochemical fluorination (ECF) of methanesulfonic acid CH3SO3H + 4 HF ->CF3SO2F + H2O + 3 H2 The resulting CF3SO2F is hydrolyzed, and the resulting triflate salt is reprotonated. Alternatively, trifluoromethanesulfonic acid arises by oxidation of trifluoromethylsulfenyl chloride: CF3SCl + 2 Cl2 + 3 H2O -> CF3SO3H + 5 HCl Triflic acid is purified by distillation from triflic anhydride. Historical Trifluoromethanesulfonic acid was first synthesized in 1954 by Robert Haszeldine and Kidd by the following reaction: : Reactions As an acid In the laboratory, tr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
