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Pure Appl. Chem., 1971, Vol. 28, No. 2-3, pp. 181-194

The theoretical design of novel stabilized systems

R. Hoffmann

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  • Bredenkötter Björn, Neumann Beate, Stammler Hans-Georg, Kuck Dietmar: Phenanthro-Annelated []- and (Broken) [6.5.6]Fenestranes. Eur. J. Org. Chem. 2014, 2014, 53. <>
  • Seeman Jeffrey I.: The Nozoe Autograph Books: Stories behind the Stories. The Chemical Record 2013, 13, 483. <>
  • Braunschweig Holger, Dewhurst Rian D., Kraft Katharina, Östreicher Sebastian, Radacki Krzysztof: Ein planar vierfach koordiniertes Boratom als Ligand für vier Metalle. angew chemie 2012, 124, 2225. <>
  • Braunschweig Holger, Dewhurst Rian D., Kraft Katharina, Östreicher Sebastian, Radacki Krzysztof: Planar Four-Coordinate Boron: A Single, Flat Boron Atom as a Ligand for Four Metals. Angew Chem Int E 2012, 51, 2183. <>
  • Li Guiqin, Li Runqin: The transport properties of the molecular-scale B2C and BC3 electronic devices. Physica B: Condensed Matter 2012, 407, 3419. <>
  • Wu Menghao, Pei Yong, Dai Jun, Li Hui, Zeng Xiao Cheng: Tri-Wing Graphene Nano-Paddle-Wheel with a Single-File Metal Joint: Formation of Multi-Planar Tetracoordinated-Carbon (ptC) Strips. J. Phys. Chem. C 2012, 116, 11378. <>
  • Gao Yi, Shao Nan, Zhou Rulong, Zhang Guiling, Zeng Xiao Cheng: [CTi72+]: Heptacoordinate Carbon Motif?. J. Phys. Chem. Lett. 2012, 3, 2264. <>
  • Liao Yunlong, Cruz Clara Leticia, von Ragué Schleyer Paul, Chen Zhongfang: Many M©Bn boron wheels are local, but not global minima. Phys. Chem. Chem. Phys. 2012, 14, 14898. <>
  • Crigger Chad, Wittmaack Bernard K., Tawfik Marina, Merino Gabriel, Donald Kelling J.: Plane and simple: planar tetracoordinate carbon centers in small molecules. Phys. Chem. Chem. Phys. 2012, 14, 14775. <>
  • Hu Han-Shi, Qiu Yi-Heng, Xiong Xiao-Gen, Schwarz W. H. Eugen, Li Jun: On the maximum bond multiplicity of carbon: unusual C≣U quadruple bonding in molecular CUO. Chem. Sci. 2012, 3, 2786. <>
  • Pujari Bhalchandra S, Tokarev Andrey, Saraf Deepashri A: Theoretical investigation of planar square carbon allotrope and its hydrogenation. J Phys -Condensed Matter 2012, 24, 175501. <>
  • Li Yafei, Li Fengyu, Zhou Zhen, Chen Zhongfang: SiC2 Silagraphene and Its One-Dimensional Derivatives: Where Planar Tetracoordinate Silicon Happens. J. Am. Chem. Soc. 2011, 133, 900. <>
  • Cui Zhong-hua, Ding Yi-hong: NXAl3+ (X = N, P, As): penta-atomic planar tetracoordinate nitrogen with N–X multiple bonding. Phys Chem Chem Phys 2011, 13, 5960. <>
  • Keese Reinhart: Tetrakoordinierter Kohlenstoff mit planoider Konfiguration. Nachr Chem Tech Lab 2010, 30, 844. <>
  • Erker Gerhard: Planar-tetrakoordinierter Kohlenstoff. Nachr Chem Tech Lab 2010, 40, 1099. <>
  • Cui Zhong-hua, Shao Chang-bin, Gao Si-meng, Ding Yi-hong: Pentaatomic planar tetracoordinate carbon molecules [XCAl3]q [(X,q) = (B,−2), (C,−1), (N,0)] with C–X multiple bonding. Phys Chem Chem Phys 2010, 12, 13637. <>
  • Shao Chang-bin, Ding Yi-hong: Is the planar hexacoordinate nitrogen molecule NB6− viable?. Phys Chem Chem Phys 2010, 12, 13153. <>
  • Yang Li-ming, Li Xiao-ping, Ding Yi-hong, Sun Chia-chung: CSi2Ga2: a neutral planar tetracoordinate carbon (ptC) building block. J Mol Model 2009, 15, 97. <>
  • Yang Li-Ming, Ding Yi-Hong, Sun Chia-Chung: The Si-doped planar tetracoordinate carbon (ptC) unit CAl3Si− could be used as a building block or inorganic ligand during cluster-assembly. Theor Chem Acc 2008, 119, 335. <>
  • Gribanova T. N., Minyaev R. M., Minkin V. I.: Theoretical design of planar systems with hypercoordinate p elements of the second period in a nonmetallic environment. Russ J Gen Chem 2008, 78, 750. <>
  • Wang Lei-Ming, Huang Wei, Averkiev Boris B., Boldyrev Alexander I., Wang Lai-Sheng: CB7−: Experimental and Theoretical Evidence against Hypercoordinate Planar Carbon. Angew Chem 2007, 119, 4634. <>
  • Wang Lei-Ming, Huang Wei, Averkiev Boris B., Boldyrev Alexander I., Wang Lai-Sheng: CB7−: Experimental and Theoretical Evidence against Hypercoordinate Planar Carbon. Angew Chem Int Ed 2007, 46, 4550. <>
  • Sateesh B., Srinivas Reddy A., Narahari Sastry G.: Towards design of the smallest planar tetracoordinate carbon and boron systems. J Comput Chem 2007, 28, 335. <>
  • Yang Li-ming, Ding Yi-hong, Tian Wei Quan, Sun Chia-chung: Planar carbon radical’s assembly and stabilization, a way to design spin-based molecular materials. Phys Chem Chem Phys 2007, 9, 5304. <>
  • Xie Hong-bin, Ding Yi-hong: CAl[sub 4]X (X[Double Bond]Si,Ge): Molecules with simultaneous planar tetracoordinate carbon, aluminum, and silicon/germanium. J Chem Phys 2007, 126, 184302. <>
  • Krüger Thomas: Periodane—An unexpectedly stable molecule of unique composition. Int J Quantum Chem 2006, 106, 1865. <>
  • Cao Xiao-Ping, Barth Dieter, Kuck Dietmar: Multiple Vinylation of Tribenzotriquinacenes and Fenestrindanes at Their Aromatic Peripheries by Use of Nájera’s Catalyst. Eur J Org Chem 2005, 2005, 3482. <>
  • Erker Gerhard: Tris(pentafluorophenyl)borane: a special boron Lewis acid for special reactions. Dalton Trans 2005, 1883. <>
  • Structural and Bonding Trends among the B7C11-,B6C2, and B5C31+. Bulletin of the Korean Chemical Society 2005, 26, 63. <>
  • Deva Priyakumar U., Narahari Sastry G.: A system with three contiguous planar tetracoordinate carbons is viable: a computational study on a C6H62= isomer. Tetrahetron Lett 2004, 45, 1515. <>
  • Priyakumar U.Deva, Reddy A.Srinivas, Sastry G.Narahari: The design of molecules containing planar tetracoordinate carbon. Tetrahetron Lett 2004, 45, 2495. <>
  • Tellenbröker Jörg, Kuck Dietmar: Extending the Chemistry of []Fenestranes − Eightfold Peripheral Functionalization of Fenestrindanes. Eur J Org Chem 2001, 2001, 1483. <<1483::AID-EJOC1483>3.0.CO;2-U>
  • Bredenkötter Björn, Flörke Ulrich, Kuck Dietmar: Benzoannelatedcis,cis,cis,trans-[]Fenestranes: Syntheses, Base Lability, and Flattened Molecular Structure of Strained Epimers of the all-cis Series. Chem Eur J 2001, 7, 3387. <<3387::AID-CHEM3387>3.0.CO;2-6>
  • Minyaev R. M., Gribanova T. N.: Stabilization of nonclassical types of valence bond orientation at the carbon atom in organoboron compounds. Russ Chem Bull 2000, 49, 783. <>
  • Ding Bangwei, Keese Reinhart, Stoeckli-Evans Helen: Synthese und Struktur des ersten Tetraazasilafenestrans. Angew Chem 1999, 111, 387. <<387::AID-ANGE387>3.0.CO;2-2>
  • Rasmussen Danne R., Radom Leo: Planar tetrakoordinierter Kohlenstoff in einem neutralen gesättigten Kohlenwasserstoff: theoretischer Entwurf und Charakterisierung. Angew Chem 1999, 111, 3051. <<3051::AID-ANGE3051>3.0.CO;2-7>
  • Driess Matthias, Aust Joachim, Merz Klaus, van Wüllen Christoph: van't-Hoff-Le-Bel-Fremdling: Bildung eines Phosphoniumkations mit einem planar-tetrakoordinierten Phosphoratom. Angew Chem 1999, 111, 3967. <<3967::AID-ANGE3967>3.0.CO;2-F>
  • Schottek Jörg, Erker Gerhard, Fröhlich Roland: Formation of Metallocene-Stabilized Planar-Tetracoordinate Carbon Compounds by a Protonation Route. Eur J Inorg Chem 1998, 1998, 551. <<551::AID-EJIC551>3.0.CO;2-H>
  • Röttger Dirk, Erker Gerhard: Verbindungen mit planar tetrakoordiniertem Kohlenstoff. Angew Chem 1997, 109, 840. <>
  • Schottek Jörg, Erker Gerhard, Fröhlich Roland: Stabilisierung einesC2v-verzerrten Methanderivats in einem Organometallgerüst. Angew Chem 1997, 109, 2585. <>
  • Aglers Wikfgabg, Erker Gerhard, Fröblich Roland, Peuchert Ulrich: Synthesis, Structure, and Dynamic Behavior of (μ-Aldimido)(μ-η1: η2-alkyne)- biszirconocene Cation Complexes That Contain Planar-Tetracoordinate Carbon. Chem Ber 1997, 130, 1069. <>
  • Hyla-Kryspin Isabella, Gleiter Rolf, Rohmer Marie-Madelaine, Devemy Jérôme, Gunale Anuradha, Pritzkow Hans, Siebert Walter: Quantum-Chemical Investigations of Stabilizing Interactions in μ-Diborylcarbene Dicobalt Complexes with a Planar Tetracoordinate Carbon Atom. Chem. Eur. J. 1997, 3, 294. <>
  • Dodziuk Helena, Leszczynski Jerzy, Nowinski Krzysztof S.: The quest for a planar and pyramidal carbon atom Part 4: An unsuccessful search for pyramidal carbon atoms in hypothetical unsaturated conjugated paddlane. Journal of Molecular Structure: THEOCHEM 1997, 391, 201. <>
  • Röttger Dirk, Erker Gerhard, Fröhlich Roland, Kotila Sirpa: Stabilization of a Planar-tetracoordinate Carbon Center in an Organometallic Complex Containing Both a Zirconocene and a Hafnocene Moiety. Chem Ber 1996, 129, 1. <>
  • Röttger Dirk, Erker Gerhard, Fröhlich Roland: Formation of stable organometallic planar-tetracoordinate carbon compounds containing a cationic (μ-R1CCR2) [μ-chloro(ZrCp2)2] framework. J Organomet Chem 1996, 518, 221. <>
  • Seifert Monika, Kuck Dietmar: Naphtho-anellated [5.6.5]- and []fenestranes. Tetrahedron 1996, 52, 13167. <>
  • Menzel Matthias, Steiner Dirk, Winkler Heinz-Jürgen, Schweikart Dieter, Mehle Sigrid, Fau Stefan, Frenking Gernot, Massa Werner, Berndt Armin: Verbindungen mit planar-tetrakoordinierten Boratomen: Anti-van't-Hoff/Le-Bel-Geometrie ohne Metallzentren. Angew Chem 1995, 107, 368. <>
  • Gleiter Rolf, Silverio Sandro Johannes, Binger Paul, Sandmeyer Frank, Erker Gerhard: Electronic Structure of Planar-Tricoordinated Phosphorus in Titanium-Boron Complexes. Chem Ber 1995, 128, 775. <>
  • Rassat Andr��, Scalmani Giovanni, Seroussi Dominique, Berthier Gaston, Sorger Klas, Ragu��^Schleyer Paul von, Wang S.G., Schwarz W.H.E.: Structure and stability of spheroalkanes (CH)10. Journal of Molecular Structure: THEOCHEM 1995, 338, 31. <>
  • Lyons Jennifer E., Rasmussen Danne R., McGrath Mark P., Nobes Ross H., Radom Leo: Octaplan: ein gesättigter Kohlenwasserstoff mit ungewöhnlich niedriger Ionisierungsenergie und einem planar-tetrakoordinierten Kohlenstoffatom im Radikalkation. Angew Chem 1994, 106, 1722. <>
  • Kuck Dietmar: Benzoanellated Centropolyquinanes, 15. Benzoanellated Fenestranes with [5.5.5], [], and [] Frameworks: The Route from 1,3-Indandione to Fenestrindan. Chem Ber 1994, 127, 409. <>
  • Dodziuk Helena, Nowinski Krzysztof S., Barnes Austin J., Imamura Akira, Nagase Shigeru, Morokuma Keiji, ��sawa Eiji, Yoshida Hiroshi, Takikawa Kazunori, Kaneko Ichiro, Matsuura Hiroatsu: In quest for planar and pyramidal carbon atom Part 2. AM1 study of small bridged spiropentanes. Journal of Molecular Structure: THEOCHEM 1994, 311, 97. <>
  • Erker Gerhard, Röttger Dirk: Die energetische Stabilisierung durch ein planarDiese Arbeit wurde vom Fonds der Chemischen Industrie und von der Alfried-Krupp-von-Bohlen-und-Halbach-Stiftung gefördert.tetrakoordiniertes Kohlenstoffatom: Untersuchung des Dimetallabicyclus [(Cp2Zr)2(μCCH3)(μ-H3CCCCH3)]BPh4 durch dynamische NMR-Spektroskopie. Angew Chem 1993, 105, 1691. <>
  • Gleiter Rolf, Hyla-Kryspin Isabella, Niu Shuqiang, Erker Gerhard: Eine ab-initio-MO-Untersuchung über stabilisierende Wechselwirkungen in zweikernigen Zr/Al-Komplexen mit planar tetrakoordiniertem Kohlenstoffzentrum. Angew Chem 1993, 105, 753. <>
  • Baranović Goran, Eckert-Maksić Mirjana, Golić Mirta, Durig James R.: Vibrational spectra, ab initio calculations and normal coordinate analysis for 3-methyl-3-vinylcyclopropene. J Raman Spectry 1993, 24, 31. <>
  • Fu Xiaoyong, Kubiak Greg, Zhang Weijiang, Han Wenching, Gupta Ashok K., Cook James M.: General approach for the synthesis of polyquinenes via the Weiss reaction XV. Synthesis of the []fenestrane system via the aldol approach and studies directed toward the []fenestranes. Tetrahedron 1993, 49, 1511. <>
  • Erker Gerhard, Albrecht Markus, Werner Stefan, Nolte Matthias, Krüger Carl: Eine einfache Synthese von dimetallischen Zirconium/Aluminium-Verbindungen mit planar-tetrakoordiniertem Kohlenstoff. Chem Ber 1992, 125, 1953. <>
  • Albrecht Markus, Erker Gerhard, Nolte Matthias, Krüger Carl: Planar tetracoordinate carbon stabilized in a dimetallic hafnium/aluminium compound: Formation and crystal structure of Cp2Hf[μ-η1 : η2-MeCC(C6H11)][μ-CC(C6H11)]A1Me 2. J Organomet Chem 1992, 427, C21. <>
  • Roszak S., Strasburger K., Chojnacki H.: Quantum-chemical studies of the modification of the inversion-reaction pathway in SH3+ by substitution of hydrogen atoms with lithium atoms. Journal of Molecular Structure: THEOCHEM 1991, 227, 187. <>
  • Gupta Ashok K., Fu Xiaoyong, Snydert James P., Cook James M.: General approach for the synthesis of polyquinenes via the Weiss reaction. Tetrahedron 1991, 47, 3665. <>
  • Kubiak Oreg, Fu Xiaoyong, Gupta Ashok K., Cook James M.: General approach for the synthesis of polyquinenes via the weiss reaction XIII. Aldol approach to fenestranes. Tetrahetron Lett 1990, 31, 4285. <>
  • Luef Wolfgang, Keese Reinhart: Angular Distortions at Tetracoordinate Carbon Planoid Distortions in α,α′-Bridged Spiro[4.4]nonanes and []Fenestranes. HCA 1987, 70, 543. <>
  • Venkatachalam M., Deshpande M.N., Jawdosiuk M., Kubiak G., Wehrli S., Cook J.M., Weiss Ulrich: General approach for the synthesis of polyquinenes. Tetrahedron 1986, 42, 1597. <>
  • Pfenninger Armin, Roesle Alex, Keese Reinhart: Planarisierung von tetrakoordiniertem Kohlenstoffatom. Synthese des überbrückten all-cis-[]Fenestrans 13-Oxapentacyclo[,15.010,15] pentadecan-14-on. HCA 1985, 68, 493. <>
  • Landro F.J., Gurak J.A., Chinn J.W., Lagow R.J.: Synthesis of lithiomethanes (CH4−nLin) and characterization of the vapor species of lithiomethanes by flash vaporization mass spectroscopy. J Organomet Chem 1983, 249, 1. <>
  • Mitschka R., Oehldrich J., Takahashi K., Cook J.M., Weiss U., Silverton J.V.: General approach for the synthesis of polyquinanes. Facile generation of molecular complexity via reaction of 1,2-dicarbonyl compounds with dimethyl 3-. Tetrahedron 1981, 37, 4521. <>
  • Chandrasekhar Jayaraman, Würthwein Ernst-Ulrich, Von Ragué Schleyer Paul: On the planarity of tetracoordinate carbon enclosed by annulene perimeters. Tetrahedron 1981, 37, 921. <>
  • Miyashi Tsutomu, Suto Nobukazu, Yamaki Takayuki, Mukai Toshio: Photochemistry of bicyclic δ-thia-α,β-unsaturated ketones a vinylketene mechanism. Tetrahetron Lett 1981, 22, 4421. <>
  • Keese Reinhart, Pfenninger Armin, Roesle Alex: Planarization of Tetracoordinate Carbon Atom. Synthesis of 13-oxa-14-oxo-pentacyclo [,15010,15]pentadecane, a bridged ‘tetraquinacane’ preliminary communication. HCA 1979, 62, 326. <>
  • Kroner J., Nöth H., Niedenzu K.: Photoelektronenspektroskopische untersuchungen an bor-verbindungen . J Organomet Chem 1974, 71, 165. <>