Carbo-mers: from skeleton to function

Maraval, Valérie; Chauvin, Rémi

doi:10.1039/b710727g

Cited by 22 publications

(17 citation statements)

References 231 publications

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“…Fullerene like graphynes (fullerynes) were already introduced by Baughman et al in 1993, 29 and more generally, vertex insertions into cubic polyhedral graphs were already discussed by Fowler and Rogers in 1998. 30 Here we also note that the insertion of dicarbon units into all bonds of a chemical structure leads to the concept of carbomers (see for example the study of Chauvin and co-workers [31][32][33] ).…”

Section: Introductionmentioning

confidence: 88%

“…4,[18][19][20][21][22][23][24][25][26][27][28][29][30] As for graphene, hollow graphyne and graphdiyne structures can be obtained by wrapping up graphyne sheets, with modifications of course such that Euler's polyhedral formula is fulfilled. 30 Here we also note that the insertion of dicarbon units into all bonds of a chemical structure leads to the concept of carbomers (see for example the work of Chauvin and co-workers [31][32][33] ). Fullerene like graphynes (fullerynes) have already been introduced by Baughman et al in 1993, 29 and more generally, vertex insertions into cubic polyhedral graphs were already discussed by Fowler and Rogers in 1998.…”

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confidence: 88%

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Novel hollow all-carbon structures

2015

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Section: Introductionmentioning

confidence: 88%

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confidence: 88%

Novel hollow all-carbon structures

2015

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“…Implementing the use of multidimensional arrays with Chauvin's concept of carbomers, [436] is al ogical process to achieve the various linker lengths and geometries. A" cubamere", the nonconjugatedc ounterpartt oF eldman's tetraethynylmethane [437] is just one thinkable structure with unexplored properties.…”

Section: Perspective Of Linkersmentioning

confidence: 99%

Nonconjugated Hydrocarbons as Rigid‐Linear Motifs: Isosteres for Material Sciences and Bioorganic and Medicinal Chemistry

Locke

Bernhard

Senge

2019

Chemistry A European J

192

143

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Nonconjugated hydrocarbons, like bicyclo[1.1.1]pentane, bicyclo[2.2.2]octane, triptycene, and cubane are a unique class of rigid linkers. Due to their similarity in size and shape they are useful mimics of classic benzene moieties in drugs, so‐called bioisosteres. Moreover, they also fulfill an important role in material sciences as linear linkers, in order to arrange various functionalities in a defined spatial manner. In this Review article, recent developments and usages of these special, rectilinear systems are discussed. Furthermore, we focus on covalently linked, nonconjugated linear arrangements and discuss the physical and chemical properties and differences of individual linkers, as well as their application in material and medicinal sciences.

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“…Despite the increasing wealth of acetylene chemistry,1 a number of simple acetylenic molecules remain unknown. As recently emphasized, no example of a dialkynylamine has ever been described in the literature 2. Even more paradoxical is the paucity of references on a certain class of quaternary dialkynylmethane hydrocarbons (R′–C≡C) 2 CR 2 – to the best of our knowledge, while examples have been provided for R = alkyl3 or alkynyl,4 the case of R = aryl has not been observed.…”

Section: Introductionmentioning

confidence: 97%

The Intricate Assembling of gem‐Diphenylpropargylic Units

et al. 2008

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While optimized procedures for selective propargylic – versus allenic – attack (in particular by alkynylsilanes) have proven to be compatible with many substitution patterns at the propargylic center, the case of diarylpropargyl electrophiles has remained problematic. The intrinsic reactivity of 1,1‐diphenylpropargylic alcohols [R–C≡C–C(Ph2)OH (R = TMS, H, Me)] in the presence of various acids (and in the absence of additional nucleophile) has thus been systematically investigated. Whereas the monophenyl analogues [R–C≡C–CH(Ph)OH] afford the expected bis(phenylpropargyl) ethers, the diphenyl versions undergo complex but quite selective processes to afford various structural types: depending on the acid used, a diallene, an allenyne, an indenylallene, an indanone or a condensed tetra‐ and pentacycles were obtained. When the reactions were conducted in the presence of an alkynylsilane capable of playing the role of a competing nucleophile, the expected propargylic substitution products – dialkynyldiphenylmethanes or their isomers – were never observed. The hitherto unknown simple hydrocarbons diethynyl‐ and dipropynyl‐diphenylmethane could, however, be obtained in low yields through a four‐step sequence involving allenylidene‐ and alkynylruthenium intermediates.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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Carbo-mers: from skeleton to function

Cited by 22 publications

References 231 publications

Novel hollow all-carbon structures

Novel hollow all-carbon structures

Nonconjugated Hydrocarbons as Rigid‐Linear Motifs: Isosteres for Material Sciences and Bioorganic and Medicinal Chemistry

The Intricate Assembling of gem‐Diphenylpropargylic Units

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