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Volumn 42, Issue 10, 2003, Pages 1172-1176

Picotube tetraanion: A novel lithiated tubular system

Author keywords

Carbon; Density functional calculations; Lithium; Nanotubes; Reduction

Indexed keywords

COMPUTATIONAL METHODS; LITHIUM; POSITIVE IONS; PROBABILITY DENSITY FUNCTION; REDUCTION;

EID: 0037429911     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390309     Document Type: Article
Times cited : (15)

References (44)
  • 1
    • 0342819025 scopus 로고
    • S. Ijima, Nature 1991, 354, 56.
    • (1991) Nature , vol.354 , pp. 56
    • Ijima, S.1
  • 6
    • 0012580121 scopus 로고    scopus 로고
    • note
    • In analogy to the larger and fully conjugated nanotubes, and for simplicity.
  • 8
    • 33748217104 scopus 로고    scopus 로고
    • a) S. Kammermeier, P. G. Jones, R. Herges, Angew. Chem. 1996, 108, 2834; Angew. Chem. Int. Ed. Engl. 1996, 35, 2669;
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 2669
  • 11
    • 0012621052 scopus 로고    scopus 로고
    • Despite torsion of the double bonds in the neutral compound, the electronic structure is mainly quìnoìd, rather than benzoid, and is slightly antiaromatic with 16 π electrons in the periphery. This is confirmed by the ACID method: R. Herges, A. Papafilippopoulos, Angew. Chem. 2001, 113, 4809; Angew. Chem. Int. Ed. 2001, 40, 4671; R. Herges, D. Geuenich, J. Phys. Chem. A 2001, 105, 3214.
    • (2001) Angew. Chem. , vol.113 , pp. 4809
    • Herges, R.1    Papafilippopoulos, A.2
  • 12
    • 0035905530 scopus 로고    scopus 로고
    • Despite torsion of the double bonds in the neutral compound, the electronic structure is mainly quìnoìd, rather than benzoid, and is slightly antiaromatic with 16 π electrons in the periphery. This is confirmed by the ACID method: R. Herges, A. Papafilippopoulos, Angew. Chem. 2001, 113, 4809; Angew. Chem. Int. Ed. 2001, 40, 4671; R. Herges, D. Geuenich, J. Phys. Chem. A 2001, 105, 3214.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 4671
  • 13
    • 0035810502 scopus 로고    scopus 로고
    • Despite torsion of the double bonds in the neutral compound, the electronic structure is mainly quìnoìd, rather than benzoid, and is slightly antiaromatic with 16 π electrons in the periphery. This is confirmed by the ACID method: R. Herges, A. Papafilippopoulos, Angew. Chem. 2001, 113, 4809; Angew. Chem. Int. Ed. 2001, 40, 4671; R. Herges, D. Geuenich, J. Phys. Chem. A 2001, 105, 3214.
    • (2001) J. Phys. Chem. A , vol.105 , pp. 3214
    • Herges, R.1    Geuenich, D.2
  • 14
    • 0012588780 scopus 로고    scopus 로고
    • note
    • min = 5 Hz, in the neutral state.
  • 15
    • 0012581093 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopy detected the formation of the anions.
  • 22
    • 33748242871 scopus 로고
    • a) A. Ayalon, M. Rabinovitz, P.-C. Cheng, L. T. Scott, Angew. Chem. 1992, 104, 1691; Angew. Chem. Int. Ed. Engl. 1992, 31, 1636;
    • (1992) Angew. Chem. Int. Ed. Engl. , vol.31 , pp. 1636
  • 24
    • 0012531746 scopus 로고    scopus 로고
    • note
    • All structures were optimized at the B3LYP/6-31G* level of DFT theory within the corresponding point group, and confirmed by harmonic frequency analysis to be either minima or transition states. NMR shifts were calculated using the GIAO method. An extensive investigation of the energy hypersurface using the semiempirical PM3 method preceded the DFT calculations.
  • 25
    • 0012616523 scopus 로고    scopus 로고
    • note
    • Using standard 2D NMR techniques, that is, COSY, NOESY, HSQCSI, and HMBC.
  • 26
    • 0012590434 scopus 로고    scopus 로고
    • note
    • Clear nOe signals pertaining to carbon pairs 4 and 5, as well as 1 and 8, dismissed the possibility that the alternation is in a neutral-negative-neutral-negative fashion. A structure of two neutral anthracene units alternating with two anthracene dianion units is also possible, which gives the same symmetry. However, DFT calculations confirm the proposed structure, rather than this possibility.
  • 27
    • 0012588783 scopus 로고    scopus 로고
    • note
    • Quotation marks indicate that the dynamic process still exists in the tetraanion, although it is too slow to observe.
  • 28
    • 0004065524 scopus 로고
    • Academic Press, London
    • 1), from NOESY spectrum at 325 K (maximum working temperature for THF). See, for example: J. Sandström, Dynamic NMR Spectroscopy, Academic Press, London, 1982, p. 96.
    • (1982) Dynamic NMR Spectroscopy , pp. 96
    • Sandström, J.1
  • 34
    • 0033523605 scopus 로고    scopus 로고
    • b) D. Scheschkewitz, M. Menzel, M. Hofmann, P. von R. Schleyer, G. Geiseler, W. Massa, K. Harms, A. Berndt, Angew. Chem. 1999, 111, 3116; Angew. Chem. Int. Ed. 1999, 38, 2936;
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 2936
  • 36
    • 84943917347 scopus 로고
    • c) R. Benken, W. Andres, H. Günther, Angew. Chem. 1988, 100, 1212; Angew. Chem. Int. Ed. Engl. 1988, 27, 1182;
    • (1988) Angew. Chem. Int. Ed. Engl. , vol.27 , pp. 1182
  • 38
    • 0012533333 scopus 로고
    • (Eds.: W. J. Hehre, L. Radom, P. von R. Schleyer, J. A. Pople), Wiley-Interscience, New York
    • Ab Initio Molecular Orbital Theory, (Eds.: W. J. Hehre, L. Radom, P. von R. Schleyer, J. A. Pople), Wiley-Interscience, New York, 1986, p. 450.
    • (1986) Ab Initio Molecular Orbital Theory , pp. 450
  • 39
    • 0012581094 scopus 로고    scopus 로고
    • note
    • In reference to the original double bonds in the neutral compound.
  • 40
    • 0012612127 scopus 로고    scopus 로고
    • note
    • 2 carbon atoms of as much as 45.6 ppm.
  • 41
    • 0012612128 scopus 로고    scopus 로고
    • note
    • 2 symmetry would give rise to 16 proton and 28 carbon resonances.
  • 44
    • 0012580126 scopus 로고    scopus 로고
    • note
    • + complex.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.