801287-67-2Relevant academic research and scientific papers
Hexaaryl-: Carbo -benzenes revisited: A novel synthetic route, crystallographic data, and prospects of electrochemical behavior
Zhu, Chongwei,Duhayon, Carine,Romero-Borja, Daniel,Maldonado, José-Luis,Ramos-Ortíz, Gabriel,Saquet, Alix,Maraval, Valerie,Chauvin, Remi
, p. 3908 - 3914 (2017/07/12)
An improved 12-step synthetic route and full characterization of hexaphenyl-carbo-benzene (4, 8%) and the p-bis-3,5-di-tert-butylphenyl homologue (11, 4%), are described. The carbo-benzene reference 4 is now accurately described in the crystal state by X-
1,4-Dialkynylbutatrienes: Synthesis, stability, and perspectives in the chemistry of carbo-benzenes
Maraval, Valerie,Leroyer, Leo,Harano, Aya,Barthes, Cecile,Saquet, Alix,Duhayon, Carine,Shinmyozu, Teruo,Chauvin, Remi
scheme or table, p. 5086 - 5100 (2011/06/09)
The π-electron-rich C8-conjugated sequence of 1,4-dialkynylbutatrienes is identified as a fragile and fascinating motif occurring in carbo-benzene derivatives, and in Diederich's 1,4-bis(arylethynyl)- or 1,4-bis(triisopropylsilylethynyl)butatriene "capped" representatives, in particular, in tetraalkynylbutatriene. The family of symmetrical 1,4-dialkynylbutatrienes (E-C≡C)RC=C=C=CR(C≡C-E) is extended to functional caps (E=H, CH3, C≡CPh, CPh=CHBr, or CPh=CBr2) with non-alkynyl substituents at the sp2 vertices (R=Ph or CF3). The targets were selected for their potential in appealing retrosynthetic routes to carbo-benzenes, in which the aromatic C18 macrocycle would be directly generated by sequential metathesis or reductive coupling processes. The functional 1,4-dialkynylbutrienes were synthesized by either classical methods used for the preparation of generic butatrienes (R′Li/CuX-mediated reductive coupling of gem-dihaloenynes or SnCl2/HCl-mediated reduction of 3,6-dioxy-octa-1,4,7-triyne precursors). Their spectroscopic and electrochemical properties are compared and analyzed on the basis of the relative extent of total conjugation.
Functional [6]pericyclynes: Synthesis through [14+4] and [8+10] cyclization strategies
Saccavini, Catherine,Tedeschi, Christine,Maurette, Luc,Sui-Seng, Christine,Zou, Chunhai,Soleilhavoup, Michele,Vendier, Laure,Chauvin, Remi
, p. 4895 - 4913 (2008/02/04)
Critical analysis of possible strategies for the synthesis of novel carbo-benzene derivatives suggests several [(18-n)+n] routes for the preparation of hexaoxy[6]pericyclyne precursors. Beyond the previously attempted [9 + 9] symmetrical scheme (n = 9), t
Synthesis and stereochemical resolution of functional [5]pericyclynes
Maurette, Luc,Tedeschi, Christine,Sermot, Emmanuelle,Soleilhavoup, Michle,Hussain, Fatima,Donnadieu, Bruno,Chauvin, Remi
, p. 10077 - 10098 (2007/10/03)
Three different kinds of ring carbo-mers of [5]cyclitol ethers were targeted as challenging examples of functional [5]pericyclynes. Three tertiary pentaaryl-carbo-[5]cyclitol methyl ethers were synthesized through a [11+4] ring-closing double addition of
