C2-Symmetric bicyclo[3.3.1]nona-2,6-diene and bicyclo[3.3.2]deca-2,6-diene: new chiral diene ligands based on the 1,5-cyclooctadiene framework
Otomaru, Y.; Kina, A.; Shintani, R.; Hayashi, T.
Tetrahedron Asymmetry 16(9): 1673-1679
2005
ISSN/ISBN: 0957-4166 DOI: 10.1016/j.tetasy.2005.02.022
Accession: 082216441
Full-Text Article emailed within 0-6 h
Payments are secure & encrypted

References
Jursic, B.S. 1996: The study of the isomerization of bicyclo[6.1.0]nona-3,5-diene into bicyclo-[6.1.0]nona-2,4-diene by ab initio and density functional theory (DFT) methods Journal of Molecular Structure: THEOCHEM 366(1-2): 109-112Shintani, R.; Ichikawa, Y.; Takatsu, K.; Chen, F.-X.; Hayashi, T. 2009: Tuning the chiral environment of C2-symmetric diene ligands: development of 3,7-disubstituted bicyclo[3.3.1]nona-2,6-dienes Journal of Organic Chemistry 74(2): 869-873
Rigby, J.H.; de Sainte Claire, V.; Heeg, M.J. 1996: Studies on electrocyclization in bicyclo[4.4.1]undeca-2,4-diene and bicyclo[4.2.1]nona-2,4-diene systems Tetrahedron Letters 37(15): 2553-2556
Satake, K.; Hikasa, K.; Itoh, H.; Okamoto, H.; Kimura, M.; Morosawa, S. 1996: Rearrangement of Bicyclo[2.2.2]octa-2,5-diene and Bicyclo[3.2.2]nona-6,8-diene under the Conditions of Bromination Bulletin of the Chemical Society of Japan 69(2): 453-457
Gerson, F.; Qin, X.Z. 1989: The radical cations of bicyclo[2.2.1]hepta-2,5-diene (8,9,10-trinorborna-2,5-diene) and bicyclo[2.2.2]octa-2,5-diene (2,3-dihydrobarrelene). An ESR and ENDOR study Helvetica Chimica Acta 72(2): 383-390
Japenga, J.; Kool, M.; Klumpp, G. 1974: The thermolysis of bicyclo[3.2.1]Octa-2,6-diene and of bicyclo[3.2.2]nona-2,6-diene Tetrahedron Letters 15(43): 3805-3806
Quast, H.; Becker, C.; Geissler, E.; Knoll, K.; Peters, E.M.; Peters, K.; Von Schnering, H.G. 1994: Konformation und Bromierung von Bicyclo[3.3.1]nonan-2,6-dion sowie Dehydrobromierung der Bromketone : Verbesserte Synthese von Bicyclo[3.3.1]nona-3,7-dien-2,6-dion - Conformation and bromination of bicyclo[3.3.1]nonane-2,6-dione and dehydrobromination of the bromo ketones. Improved synthesis of bicyclo[3.3.1]nona-3,7-diene-2,6-dione Liebigs Annalen der Chemie (2): 109-120
Wiseman, J.R.; Vanderbilt, J.J. 1978: Bicyclo[4.2.2]deca-1,5-diene, a bridgehead diene Journal of the American Chemical Society 100(24): 7730-7731
Haines, L.M. 1970: Reactions of compounds of the type [(diene)Rh X]2 (diene = cycloocta-1,5-diene, bicyclo[2.2.1]hepta-2,5-die≠ X = Cl, Br) with tertiary phosphines and phosphites Inorganic Chemistry 9(6): 1517-1520
Kohler, F.H.; Hertkorn, N. 1983: Bicyclo[3.2.1]octa-2,6-dienylkalium: Synthese aus dem Dien und 13C-NMR-Spektrum - Le bicyclo [3.2.1] octadiène-2,6yl potassium. Synthèse à partir du diène et spectre RMN du 13C - Bicyclo [3.2.1] octa-2,6-diénylpotassium. Synthesis from the diene and 13C NMR spectrum Chemische Berichte 116(9): 3274-3276
Quast, H.; Mayer, A. 1989: 2,6-Dicyanobarbaralane durch Phasentransferkatalysierte Halogenierung Dehydrohalogenierung von Bicyclo [3.3.1] nona-2,6-dien-2,6-dicarbonitril - 2,6-Dicyanobarbaralanes through phase transfer catalyzed halogenation/deshydrohalogenation of bicyclo [3.3.1] nona-2,6-diene-2,6-dicarbonitrile Liebigs Annalen der Chemie (6): 515-518
Walsh, R.; Wells, J. M. 1975: The enthalpy of formation of bicyclo[2,2,1]hepta-2,5-diene thermodynamic functions of bicyclo[2,2,1]heptane and bicyclo[2,2,1]hepta-2,5-diene The Journal of Chemical Thermodynamics 7(2): 149-154
Ali, M.; Hay, R.W.; Lawrance, G.A. 1983: The preparation and characterisation of Cis-Cobalt(III) complexes of the macrocyclic ligands Me2[14] diene N4, Me4[14] diene N4, Me5[14] diene N4 and Me6[14] diene N4 with chelating ligands (acac, L-α-ala, gly, bpy, phen, ox and en) Inorganica Chimica Acta 70: 65-70
Ranchoux, M.; Brunel, J.; Iacazio, G.; Buono, G. 1998: Enzymatic desymmetrization of prochiral 2,3-bis(acetoxymethyl)bicyclo[2.2.1]hepta-2,5-diene and 2,3-bis(hydroxymethyl)bicyclo[2.2.1]hepta-2,5-diene Tetrahedron: Asymmetry 9(4): 581-587
Bieliūnas, V.; Stončius, S. 2021: Fine‐Tuning the Bicyclo[3.3.1]nona‐2,6‐diene Ligands: Second Generation 4,8‐Substituted Dienes for Rh‐Catalyzed Asymmetric 1,4‐Addition Reactions ChemCatChem 13(17): 3815-3823
Esteruelas, M.A.; Oro, L.A.; Schrickel, J. 1997: Synthesis and Characterization of the Allenylidene Compounds [Ir(diene)(CCCPh2)(PR3)]BF4 (diene = 1,5-Cyclooctadiene, PR3 = PCy3; diene = Tetrafluorobenzobarrelene, PR3 = PCy3, Pi Pr3): the first Mixed-Ligand Complexes of the Type [Ir(diene)L(PR3)]+ Containing an Unsaturated η1-Carbon Ligand Organometallics 16(4): 796-799
Dixon, D.T.; Kola, J.C.; Howell, J.A.S. 1984: The mechanism of displacement of diene from [M(η4-diene)(CO)4] (M=Cr, Mo, or W, diene=norbornadiene - M=Mo, diene=cyclo-octa-1,5-diene) and the cis⇄trans isomerization of [M(CO)4L2] complexes [L=PBu3, P(OMe)3, or P(OPh)3] Journal of the Chemical Society. Dalton Transactions (7): 1307-1315
Nowak, I.; Dmowski, W. 1997: Dehydrobromination of trans-3,4-dibromo-7,7,9,9-tetrafluoro-8-oxa-cis-bicyclo[4.3.0]nonane. a route to bicyclic fluoroalkenes and 7,7,9,9-tetrafluoro-8-oxa-cis-bicyclo [4.3.0]nona-2,4-diene Journal of Fluorine Chemistry 81(2): 175-179
Doerner, T.; Gleiter, R.; Robbins, T.A.; Chayangkoon, P.; Lightner, D.A. 1992: Homoconjugation and transannular orbital interactions detected by photoelectron and 13C-NMR spectroscopy. Bicyclo[3.3.1]nona-3,7-diene-2,6-dione and bicyclo[3.3.1]nonane-2,6-dione Journal of the American Chemical Society 114(9): 3235-3241
Grimme, W. 1972: Cis-Bicyclo[6.2.0]deca-2,6-diene Journal of the American Chemical Society 94(7): 2525-2526