메뉴 건너뛰기




Volumn , Issue , 2011, Pages 95-134

Curved π-Conjugated Stable Open-Shell Systems Possessing Three-Dimensional Molecular/Electronic Spin Structures

Author keywords

Curved conjugated open shell; Open shell systems; Three dimensional spin structures

Indexed keywords


EID: 84886342715     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9781118011263.ch4     Document Type: Chapter
Times cited : (7)

References (249)
  • 18
    • 0342819025 scopus 로고
    • S. Iijima, Nature 1991, 354, 56-58.
    • (1991) Nature , vol.354 , pp. 56-58
    • Iijima, S.1
  • 30
    • 75649121098 scopus 로고    scopus 로고
    • see also a recent review on graphene
    • see also a recent review on graphene: M. J. Allen, V. C. Tung, R. B. Kaner, Chem. Rev. 2010, 110, 132-145.
    • (2010) Chem. Rev. , vol.110 , pp. 132-145
    • Allen, M.J.1    Tung, V.C.2    Kaner, R.B.3
  • 32
    • 0027663543 scopus 로고
    • R. C. Haddon, Science 1993, 261, 1545-1550.
    • (1993) Science , vol.261 , pp. 1545-1550
    • Haddon, R.C.1
  • 36
    • 0001267538 scopus 로고    scopus 로고
    • For overviews of bowl-shaped hydrocarbon and related molecules
    • For overviews of bowl-shaped hydrocarbon and related molecules, see L. T. Scott, Pure Appl. Chem. 1996, 68, 291-300.
    • (1996) Pure Appl. Chem. , vol.68 , pp. 291-300
    • Scott, L.T.1
  • 39
    • 84891008336 scopus 로고    scopus 로고
    • Synthesis and chemistry of polycyclic aromatic hydrocarbons with curved surfaces: Buckybowls
    • M. M. Haley, R. R. Tykwinski (eds.), Wiley-VCH,Weinheim
    • A. Sygula, P.W. Rabideau, Synthesis and chemistry of polycyclic aromatic hydrocarbons with curved surfaces: Buckybowls, in Carbon-Rich Compounds,M. M. Haley, R. R. Tykwinski (eds.), Wiley-VCH,Weinheim, 2006, pp 529-565.
    • (2006) Carbon-Rich Compounds , pp. 529-565
    • Sygula, A.1    Rabideau, P.W.2
  • 56
    • 0141868954 scopus 로고    scopus 로고
    • Since the first synthesis in 2003, sumanene chemistry has rapidly grown in terms of synthesis, bowl-to-bowl inversion dynamics, chirality, metal complexation, and application to electrical materials. For typical examples
    • Since the first synthesis in 2003, sumanene chemistry has rapidly grown in terms of synthesis, bowl-to-bowl inversion dynamics, chirality, metal complexation, and application to electrical materials. For typical examples, see H. Sakurai, T. Daiko, T. Hirao, Science 2003 301, 1878.
    • (2003) Science , vol.301 , pp. 1878
    • Sakurai, H.1    Daiko, T.2    Hirao, T.3
  • 72
    • 0003403658 scopus 로고    scopus 로고
    • For overviews of molecule-based magnetic materials on the base of organic stable radicals, (ed.), Marcel Dekker, New York
    • For overviews of molecule-based magnetic materials on the base of organic stable radicals, see P. M. Lahti (ed.), Magnetic Properties of Organic Materials, Marcel Dekker, New York, 1999.
    • (1999) Magnetic Properties of Organic Materials
    • Lahti, P.M.1
  • 74
    • 0003697383 scopus 로고    scopus 로고
    • (eds.), Kodansha, and Gordon&Breach Science Publishers,Tokyo
    • K. Itoh, M. Kinoshita (eds.), Molecular Magnetism,Kodansha, and Gordon&Breach Science Publishers,Tokyo, 2000.
    • (2000) Molecular Magnetism
    • Itoh, K.1    Kinoshita, M.2
  • 82
    • 38949101650 scopus 로고    scopus 로고
    • In 2002, the possibility of realizing a high-performance secondary battery by utilizing stable neutral radical with multistage redox ability is also claimed
    • H. Nishide, K. Oyaizu, Science 2008, 319, 737-738. In 2002, the possibility of realizing a high-performance secondary battery by utilizing stable neutral radical with multistage redox ability is also claimed
    • (2008) Science , vol.319 , pp. 737-738
    • Nishide, H.1    Oyaizu, K.2
  • 84
    • 0001463622 scopus 로고    scopus 로고
    • On the basis of the ideas reported in Ref. 25c,d, a secondary battery based on a 6OPO neutral radical with multistage redox ability is fabricated, and its charge-discharge properties are disclosed in detail
    • Y. Morita, S. Nishida, J. Kawai, K. Fukui, S. Nakazawa, K. Sato, D. Shiomi, T. Takui, K. Nakasuji, Org. Lett. 2002, 4, 1985-1988. On the basis of the ideas reported in Ref. 25c,d, a secondary battery based on a 6OPO neutral radical with multistage redox ability is fabricated, and its charge-discharge properties are disclosed in detail.
    • (2002) Org. Lett. , vol.4 , pp. 1985-1988
    • Morita, Y.1    Nishida, S.2    Kawai, J.3    Fukui, K.4    Nakazawa, S.5    Sato, K.6    Shiomi, D.7    Takui, T.8    Nakasuji, K.9
  • 87
    • 79955602950 scopus 로고    scopus 로고
    • Quantum information processing as studied by molecule-based pulsed ENDOR spectroscopy
    • G. A. Webb (ed.), Springer-Verlag, Dordrecht
    • R. Rahimi, K. Sato, D. Shiomi, T. Takui, Quantum information processing as studied by molecule-based pulsed ENDOR spectroscopy, in Modern Magnetic Resonance, G. A. Webb (ed.), Springer-Verlag, Dordrecht, 2007, pp. 643-650.
    • (2007) Modern Magnetic Resonance , pp. 643-650
    • Rahimi, R.1    Sato, K.2    Shiomi, D.3    Takui, T.4
  • 111
    • 0030489329 scopus 로고    scopus 로고
    • For reviews on the radical anion system of fullerenes
    • For reviews on the radical anion system of fullerenes, see S. S. Eaton, G. R. Eaton, Appl. Magn. Reson. 1996, 11, 155-170.
    • (1996) Appl. Magn. Reson. , vol.11 , pp. 155-170
    • Eaton, S.S.1    Eaton, G.R.2
  • 115
    • 77957555028 scopus 로고    scopus 로고
    • Reduction of carbon-rich compounds
    • M. M. Haley, R. R. Tykwinski (eds.), Wiley-VCH, Weinheim
    • T. Sternfeld, M. Rabinovitz, Reduction of carbon-rich compounds, in Carbon-Rich Compounds,M. M. Haley, R. R. Tykwinski (eds.), Wiley-VCH, Weinheim, 2006, pp. 599-611.
    • (2006) Carbon-Rich Compounds , pp. 599-611
    • Sternfeld, T.1    Rabinovitz, M.2
  • 116
    • 0041479735 scopus 로고    scopus 로고
    • For review articles of neutral radical adducts of fullerenes
    • For review articles of neutral radical adducts of fullerenes, see B. L. Tumanskii, Russ. Chem. Bull. 1996, 45, 2267-2278.
    • (1996) Russ. Chem. Bull. , vol.45 , pp. 2267-2278
    • Tumanskii, B.L.1
  • 185
    • 77957555028 scopus 로고    scopus 로고
    • Reduction of carbon-rich compounds
    • M. M. Haley, R. R. Tykwinski (eds.), Wiley-VCH, Weinheim
    • T. Sternfeld, M. Rabinovitz, Reduction of carbon-rich compounds, in Carbon-Rich Compounds, M. M. Haley, R. R. Tykwinski (eds.), Wiley-VCH, Weinheim, 2006, pp. 586-596.
    • (2006) Carbon-Rich Compounds , pp. 586-596
    • Sternfeld, T.1    Rabinovitz, M.2
  • 201
    • 0035353536 scopus 로고    scopus 로고
    • Aromaticity of fullerene derivatives is extensively discussed by using a chemical term, spherical aromaticity
    • Aromaticity of fullerene derivatives is extensively discussed by using a chemical term, spherical aromaticity; see M. Bühl, A. Hirsch, Chem. Rev. 2001, 101, 1153-1183.
    • (2001) Chem. Rev. , vol.101 , pp. 1153-1183
    • Bühl, M.1    Hirsch, A.2
  • 208
    • 0003691438 scopus 로고
    • (ed.), Wiley, New York
    • W. T. Borden (ed.), Diradicals, Wiley, New York, 1982.
    • (1982) Diradicals
    • Borden, W.T.1
  • 211
    • 0037568313 scopus 로고    scopus 로고
    • and references cited therein
    • Y. Jung, M. Head-Gordon, ChemPhysChem 2003, 4, 522-525 and references cited therein.
    • (2003) ChemPhysChem , vol.4 , pp. 522-525
    • Jung, Y.1    Head-Gordon, M.2
  • 218
    • 8744224828 scopus 로고
    • Theoretical calculations suggest that the pristine corannulene also shows a decrease in the inversion barrier on increased negative charge
    • Theoretical calculations suggest that the pristine corannulene also shows a decrease in the inversion barrier on increased negative charge; see A. Sygula, P. W. Rabideau, J. Mol. Struct. (THEOCHEM) 1995, 333, 215-226.
    • (1995) J. Mol. Struct. (THEOCHEM) , vol.333 , pp. 215-226
    • Sygula, A.1    Rabideau, P.W.2
  • 221
    • 77956034934 scopus 로고    scopus 로고
    • A corannulene-based bowl-shaped o-semiquinone radical with an alkali metal cation has more recently been synthesized, and its three-dimensional electronic spin structure and dynamic behavior have been quantitatively evaluated
    • A corannulene-based bowl-shaped o-semiquinone radical with an alkali metal cation has more recently been synthesized, and its three-dimensional electronic spin structure and dynamic behavior have been quantitatively evaluated; see A. Ueda, K. Ogasawara, S. Nishida, T. Ise, T.Yoshino, S. Nakazawa, K. Sato, T. Takui, K. Nakasuji, Y. Morita, Angew. Chem. Int. Ed. 2010, 49, 6333-6337.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 6333-6337
    • Ueda, A.1    Ogasawara, K.2    Nishida, S.3    Ise, T.4    Yoshino, T.5    Nakazawa, S.6    Sato, K.7    Takui, T.8    Nakasuji, K.9    Morita, Y.10
  • 222
    • 0001364455 scopus 로고
    • For reviews of hoop-or belt-shaped aromatic compounds
    • For reviews of hoop-or belt-shaped aromatic compounds, see A. Schröder, H.-B. Mekelburger, F. Vögtle, Top. Curr. Chem. 1994, 172, 179-201.
    • (1994) Top. Curr. Chem. , vol.172 , pp. 179-201
    • Schröder, A.1    Mekelburger, H.-B.2    Vögtle, F.3
  • 227
    • 84891286753 scopus 로고    scopus 로고
    • Cyclophenacene cut out of fullerene
    • T. J. J. Müller, U. H. F. Bunz (eds.), Wiley-VCH,Weinheim
    • Y. Matsuo, E. Nakamura, Cyclophenacene cut out of fullerene, in Functional Organic Materials, T. J. J. Müller, U. H. F. Bunz (eds.), Wiley-VCH,Weinheim, 2007, pp. 59-80.
    • (2007) Functional Organic Materials , pp. 59-80
    • Matsuo, Y.1    Nakamura, E.2
  • 229
    • 84982364390 scopus 로고
    • For overviews of helicene chemistry
    • For overviews of helicene chemistry, see R. H. Martin, Angew. Chem. Int. Ed. Engl. 1974, 13, 649-660.
    • (1974) Angew. Chem. Int. Ed. Engl. , vol.13 , pp. 649-660
    • Martin, R.H.1
  • 230
    • 0003989710 scopus 로고    scopus 로고
    • Classics in Hydrocarbon Chemistry, Wiley-VCH
    • H. Hopf, Classics in Hydrocarbon Chemistry, Wiley-VCH, Weinheim, 2000, pp. 321-330.
    • (2000) Weinheim , pp. 321-330
    • Hopf, H.1
  • 231
    • 84891318563 scopus 로고    scopus 로고
    • Synthesis and characterization of novel chiral conjugated materials
    • T. J. J.Müller,U.H. F. Bunz (eds.), Wiley-VCH,Weinheim
    • A. Rajca, M. Miyasaka, Synthesis and characterization of novel chiral conjugated materials, in Functional Organic Materials, T. J. J.Müller,U.H. F. Bunz (eds.), Wiley-VCH,Weinheim, 2007, pp. 547-581.
    • (2007) Functional Organic Materials , pp. 547-581
    • Rajca, A.1    Miyasaka, M.2
  • 233
    • 77950499618 scopus 로고    scopus 로고
    • In 2010, Rajca and coworkers reported the preparation and chiroptical properties of a chiral radical cation of a thiophene-based helicene derivative. Unfortunately, isolation as the solid state is not achieved because of the low stability
    • In 2010, Rajca and coworkers reported the preparation and chiroptical properties of a chiral radical cation of a thiophene-based helicene derivative. Unfortunately, isolation as the solid state is not achieved because of the low stability; see J. K. Zak, M. Miyasaka, S. Rajca, M. Lapkowski, A. Rajca, J. Am. Chem. Soc. 2010, 132, 3246-3247.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 3246-3247
    • Zak, J.K.1    Miyasaka, M.2    Rajca, S.3    Lapkowski, M.4    Rajca, A.5
  • 234
    • 84886348006 scopus 로고    scopus 로고
    • As the first chiral neutral radical with highly spin-delocalized nature, a phenalenyl-fused helicenic neutral radical has been designed, synthesized, and isolated as a stable solid in air (Y. Morita and A. Ueda, unpublished results)
    • As the first chiral neutral radical with highly spin-delocalized nature, a phenalenyl-fused helicenic neutral radical has been designed, synthesized, and isolated as a stable solid in air (Y. Morita and A. Ueda, unpublished results).
  • 236
    • 33846235494 scopus 로고    scopus 로고
    • R. Herges, Chem. Rev. 2006, 106, 4820-4842.
    • (2006) Chem. Rev. , vol.106 , pp. 4820-4842
    • Herges, R.1
  • 237
    • 35948970227 scopus 로고    scopus 로고
    • R. Herges, Nature 2007, 450, 36-37.
    • (2007) Nature , vol.450 , pp. 36-37
    • Herges, R.1
  • 239
    • 76649128074 scopus 로고    scopus 로고
    • In 2010, Osuka and coworkers synthesized and isolated a stable zwitterionic radical species by metalation of a Möbius aromatic hexaphyrin derivative and demonstrated a delocalization nature of electronic spin over a doubly twisted p-conjugation system
    • In 2010, Osuka and coworkers synthesized and isolated a stable zwitterionic radical species by metalation of a Möbius aromatic hexaphyrin derivative and demonstrated a delocalization nature of electronic spin over a doubly twisted p-conjugation system, see H. Rath, S. Tokuji, N. Aratani, K. Furukawa, J. M. Lim, D. Kim, H. Shinokubo, A. Osuka, Angew. Chem. Int. Ed. 2010, 49, 1489-1491.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 1489-1491
    • Rath, H.1    Tokuji, S.2    Aratani, N.3    Furukawa, K.4    Lim, J.M.5    Kim, D.6    Shinokubo, H.7    Osuka, A.8
  • 246
    • 84886340511 scopus 로고    scopus 로고
    • The colloquial chemical term "p-bowl complex" was coined by Hirao (see Ref. 18c,f,h)
    • The colloquial chemical term "p-bowl complex" was coined by Hirao (see Ref. 18c,f,h).
  • 249
    • 84889280370 scopus 로고    scopus 로고
    • Chiral molecule-based magnets
    • J. S. Miller,M. Drillon (eds.), Wiley-VCH,Weinheim
    • K. Inoue, S.-i. Ohkoshi, H. Imai, Chiral molecule-based magnets, in Magnetism: Molecules to Materials, J. S. Miller,M. Drillon (eds.), Wiley-VCH,Weinheim, 2005,Vol. 5, pp. 41-70.
    • (2005) Magnetism: Molecules to Materials , vol.5 , pp. 41-70
    • Inoue, K.1    Ohkoshi, S.-I.2    Imai, H.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.