New reactivity of 6,6-bis-donor-substituted pentafulvenes: one-step synthesis of highly substituted [3]cumulene and dihydropentalene

[1]  F. Diederich,et al.  6,6-Dicyanopentafulvenes: teaching an old dog new tricks. , 2015, Chemical record.

[2]  M. Hasegawa,et al.  Synthesis and electronic structure of dicyanofulvene-fused electron accepting molecule based on a 1,5-dihydro-s-indacene framework. , 2014, Organic letters.

[3]  C. Katan,et al.  High-yield formation of substituted tetracyanobutadienes from reaction of ynamides with tetracyanoethylene. , 2014, Chemistry.

[4]  F. Diederich,et al.  Synthesis of cyano-substituted diaryltetracenes from tetraaryl[3]cumulenes. , 2014, Angewandte Chemie.

[5]  K. Hida,et al.  Regioisomeric allene dimer formation by the reaction of tetraarylbutatrienes with tetracyanoethene. , 2014, Organic & biomolecular chemistry.

[6]  F. Diederich,et al.  One-pot access to push-pull oligoenes by sequential [2 + 2] cycloaddition-retroelectrocyclization reactions. , 2014, The Journal of organic chemistry.

[7]  Michael J. Ferguson,et al.  Synthesis and derivatization of expanded [n]radialenes (n=3, 4). , 2013, Chemistry.

[8]  Peter Chen,et al.  A mild, thermal pentafulvene-to-benzene rearrangement. , 2013, Angewandte Chemie.

[9]  F. Diederich,et al.  Expanding the chemical structure space of opto-electronic molecular materials: unprecedented push-pull chromophores by reaction of a donor-substituted tetracyanofulvene with electron-rich alkynes. , 2013, Journal of the American Chemical Society.

[10]  R. Tykwinski,et al.  Synthesis and structure of tetraarylcumulenes: characterization of bond-length alternation versus molecule length. , 2013, Angewandte Chemie.

[11]  E. Ortí,et al.  Tuning the electronic properties of nonplanar exTTF-based push-pull chromophores by aryl substitution. , 2012, The Journal of organic chemistry.

[12]  F. Diederich,et al.  6,6-Dicyanopentafulvenes: electronic structure and regioselectivity in [2 + 2] cycloaddition-retroelectrocyclization reactions. , 2012, Journal of the American Chemical Society.

[13]  T. Okujima,et al.  Synthesis of push-pull chromophores by the sequential [2 + 2] cycloaddition of 1-azulenylbutadiynes with tetracyanoethylene and tetrathiafulvalene. , 2012, Organic & biomolecular chemistry.

[14]  D. Gryko,et al.  Selective cycloaddition of tetracyanoethene (TCNE) and 7,7,8,8-tetracyano-p-quinodimethane (TCNQ) to afford meso-substituted phenylethynyl porphyrins. , 2012, Chemistry, an Asian journal.

[15]  Trisha L. Andrew,et al.  Bulk heterojuction solar cells containing 6,6-dicyanofulvenes as n-type additives. , 2012, ACS nano.

[16]  E. Dalcanale,et al.  Proacetylenic reactivity of a push-pull buta-1,2,3-triene: new chromophores and supramolecular systems. , 2012, Chemistry, an Asian journal.

[17]  F. Diederich,et al.  Cascade pericyclic reactions of alleno-acetylenes: facile access to highly substituted cyclobutene, dendralene, pentalene, and indene skeletons. , 2011, Chemistry.

[18]  T. Okujima,et al.  Synthesis of redox-active, intramolecular charge-transfer chromophores by the [2+2] cycloaddition of ethynylated 2H-cyclohepta[b]furan-2-ones with tetracyanoethylene. , 2011, Chemistry.

[19]  F. Diederich,et al.  Expanding the chemical space for push-pull chromophores by non-concerted [2+2] and [4+2] cycloadditions: access to a highly functionalised 6,6-dicyanopentafulvene with an intense, low-energy charge-transfer band. , 2011, Chemical communications.

[20]  Christian Dahlstrand,et al.  Substituent effects on the electron affinities and ionization energies of tria-, penta-, and heptafulvenes: a computational investigation. , 2010, The Journal of organic chemistry.

[21]  Trisha L. Andrew,et al.  Synthesis, reactivity, and electronic properties of 6,6-dicyanofulvenes. , 2010, Organic letters.

[22]  F. Diederich,et al.  New donor-acceptor chromophores by formal [2+2] cycloaddition of donor-substituted alkynes to dicyanovinyl derivatives. , 2009, Organic & biomolecular chemistry.

[23]  Taku Shoji,et al.  Synthesis, properties, and redox behavior of mono-, bis-, and tris[1,1,4,4,-tetracyano-2-(1-azulenyl)-3-butadienyl] chromophores binding with benzene and thiophene cores. , 2008, Chemistry.

[24]  D. Muthas,et al.  Scope and limitations of Baird's theory on triplet state aromaticity: application to the tuning of singlet-triplet energy gaps in fulvenes. , 2007, Chemistry.

[25]  Ivan Biaggio,et al.  A new class of organic donor-acceptor molecules with large third-order optical nonlinearities. , 2005, Chemical communications.

[26]  H. Ottosson,et al.  Fulvenes, fulvalenes, and azulene: are they aromatic chameleons? , 2004, Journal of the American Chemical Society.

[27]  Y. Yamashita,et al.  Novel Donor–π–Acceptor Compounds Containing 1,3-Dithiol-2-ylidene and Tetracyanobutadiene Units , 2004 .

[28]  T. Mochida,et al.  Mono- and diferrocenyl complexes with electron-accepting moieties formed by the reaction of ferrocenylalkynes with tetracyanoethylene , 2002 .

[29]  Alex K.-Y. Jen,et al.  Highly Efficient, Thermally and Chemically Stable Second Order Nonlinear Optical Chromophores Containing a 2-Phenyl-tetracyanobutadienyl Acceptor , 1999 .

[30]  J. Tsuji,et al.  Palladium‐Catalyzed Reactions of Propargylic Compounds in Organic Synthesis , 1996 .

[31]  J. Brédas,et al.  Donor-acceptor diphenylacetylenes : geometric structure, electronic structure, and second-order nonlinear optical properties , 1993 .

[32]  B. Tinant,et al.  Cumulogy Supported By X-ray-analysis of 1,1-bis(dimethylamino)-4,4-dicyanobutatriene , 1993 .

[33]  B. Tinant,et al.  Exceptionally short central bonds in the cumulogue and the vinylogue of 2,2-dicyano-1,1-bis(dimethylamino)ethylene , 1993 .

[34]  T. Mukai,et al.  Synthesis and Properties of 1-Cycloheptatrienylidene-2-cyclopentadienylidene-ethylene Derivatives , 1987 .

[35]  C. J. Elsevier,et al.  Synthesis, structure and reactivity of some (.sigma.-allenyl)- and (.sigma.-prop-2-ynyl)palladium(II) complexes , 1986 .

[36]  C. J. Elsevier,et al.  Allenylpalladium(II) species: possible intermediates in the tetrakis(triphenylphosphine)palladium(0)-catalysed formation of allenes from prop-2-ynylic substrates , 1983 .

[37]  M. Iyoda,et al.  Synthesis and properties of butatrienes containing a bisdehydro[13]annulene system as terminal groups , 1983 .

[38]  Z. Berkovitch-yellin,et al.  Electron density distribution in cumulenes: an X‐ray study of tetraphenylbutatriene at 20°C and –160°C , 1977 .

[39]  J. Gajewski,et al.  Facile thermal cyclization of 6-vinylfulvene to dihydropentalene , 1971 .

[40]  K. Hafner,et al.  A Simple Synthesis of 1,2‐Dihydropentalene and its Substitution Products , 1970 .