611. Condensations of the xylenols with carbon tetrahalides

Driver, John Edmund; Lai, Ting‐Bong

doi:10.1039/jr9580003009

Cited by 3 publications

(3 citation statements)

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“…This makes necessary a thermal treatment of the compounds under vacuum in order to perform their complete characterization. Inclusion compounds of triphenylmethane with benzene in a 1:1 ratio were reported earlier . More recently we reported the affinity of the perchlorotriphenylmethyl radical and some of its radical derivatives to form inclusion compounds with cyclic small molecules .…”

Section: Resultssupporting

confidence: 54%

Drawbacks Arising from the High Steric Congestion in the Synthesis of New Dendritic Polyalkylaromatic Polyradicals

et al. 1997

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The synthesis of the highly strained tris(R,R-bis(pentachlorophenyl)-2,4,5,6-tetrachlorotolyl)methane (8), which is the precursor of the first generation of the polyradical series III, has been achieved by exhaustive chlorination of compound 11. Stepwise divergent synthesis, by successive FriedelCrafts reactions, of the precursors of dendritic series II and III was not possible since the limit generation was reached in the earlier synthetic steps due to high steric congestion. Several polyradical mixtures derived from 8 have also been prepared, being stable under ambient conditions. The formation, electrochemistry, and magnetic properties of these polyradical species are discussed. The steric hindrance of highly chlorinated hydrocarbon 8 prevents the formation of tetraradical 15.

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Section: Resultssupporting

confidence: 54%

Drawbacks Arising from the High Steric Congestion in the Synthesis of New Dendritic Polyalkylaromatic Polyradicals

et al. 1997

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“…The Precursor Complexes. The bisphenol derivative (4-bromophenyl)bis(4-hydroxyphenyl)methane ( 1 ) was synthesized by the acid catalyzed condensation of phenol and 4-bromobenzaldehyde . The structure of 1 is shown in Figure .…”

Section: Resultsmentioning

confidence: 99%

Gold(I) Macrocycles and Topologically Chiral [2]Catenanes

et al. 2002

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The design and synthesis of a new type of topologically chiral [2]catenane is reported. The compounds are formed easily by self-assembly on reaction of the oligomeric digold(I) diacetylide precursor complex [[4-BrC(6)H(4)CH(4-C(6)H(4)OCH(2)CCAu)(2)](n)] with diphosphine ligands. Reactions with the diphosphines PP = bis(diphenylphosphinophoshino)acetylene, trans-1,2-bis(diphenylphosphino)ethylene, bis(diphenylphosphino)ethane, and 1,1'-bis(diphenylphosphino)ferrocene yield simple ring complexes [4-BrC(6)H(4)CH(4-C(6)H(4)OCH(2)CCAu)(2)(mu-PP)] as the only products, since the spacer groups in the diphosphines are not long enough or are too bulky to allow catenane formation. Reaction with PP = bis(diphenylphosphino)propane or bis(diphenylphosphino)butane gave [2]catenane complexes [[4-BrC(6)H(4)CH(4-C(6)H(4)OCH(2)CCAu)(2)(mu-PP)](2)], whose structures are confirmed crystallographically. The macrocyclic ring compounds have C(s) symmetry but, as a result of the presence of the unsymmetrical "hinge group" 4-BrC(6)H(4)CH, the [2]catenanes have C(2) symmetry and so are topologically chiral. In favorable cases, the formation of the [2]catenane can be proved by NMR spectroscopy since catenane formation leads to nonequivalence of most ring atoms. The formation of the [2]catenanes was successfully predicted based on the conformation of the precursor bis(phenol), and it is argued that the methods used should be more generally applicable to the synthesis of functionally substituted supermolecules of interest for application in molecular devices.

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“…Direct condensation of phenols with carbonyl compounds is one of the most general yet effective ways to prepare bis-phenols. The condensation of phenols with carbonyl compounds can be performed in mineral acids, − heteropolyacids as catalysts (e.g., phosphotungstic acid, H 3 PW 12 O 40 ·25H 2 O), cation exchange resin as catalyst (such as DOWEX 50WX4), with base, − or under photochemical conditions …”

Section: General Description Of Bis-phenolsmentioning

confidence: 99%

Supramolecular and Host−Guest Chemistry of Bis-phenol and Analogues

and

Baruah

2007

Crystal Growth & Design

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Recent developments on structural studies of bis-phenols and related compounds are systematically discussed. The effects of substituents on bis-phenols to control the size and shape of cavities in assemblies of bis-phenols and the weak interactions in anion-assisted assemblies of bis-phenols are narrated to illustrate pseudo-polymorphism. The possible impact of the occurrence of a high Z′ value in different polymorphs of bis-phenol and related compounds is presented.

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611. Condensations of the xylenols with carbon tetrahalides

Cited by 3 publications

References 0 publications

Drawbacks Arising from the High Steric Congestion in the Synthesis of New Dendritic Polyalkylaromatic Polyradicals

Drawbacks Arising from the High Steric Congestion in the Synthesis of New Dendritic Polyalkylaromatic Polyradicals

Gold(I) Macrocycles and Topologically Chiral [2]Catenanes

Supramolecular and Host−Guest Chemistry of Bis-phenol and Analogues

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