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Volumn 140, Issue , 1998, Pages 35-52

The structure of 3,4-diaza-1,6,6aλ4-trithiapentalenes - A combined experimental and theoretical study

Author keywords

1,6,6a 4 trithiapentalene; 3,4 diaza 1,6,6a 4 trithiapentalene; Ab initio quantum chemistry; Aromaticity; Density functional theory; Natural population analysis; NMR chemical shift; Topological analysis; X ray structure

Indexed keywords


EID: 0032245160     PISSN: 10426507     EISSN: None     Source Type: Journal    
DOI: 10.1080/10426509808035730     Document Type: Article
Times cited : (16)

References (82)
  • 2
    • 84943394472 scopus 로고
    • (a) N. Lozac'h, Adv. in Heterocycl. Chem. 13, 161 (1971); Compr. Heterocycl. Chem. 6, 1049 (1984);
    • (1984) Compr. Heterocycl. Chem. , vol.6 , pp. 1049
  • 16
    • 0000474177 scopus 로고
    • S. Bezzi, M. Mammi and C. Carbuglio, Nature 182, 247 (1958); M. Mammi, R. Bardi and C. Carbuglio, S. Bezzi, Acta Cryst. 13, 1048 (1960).
    • (1958) Nature , vol.182 , pp. 247
    • Bezzi, S.1    Mammi, M.2    Carbuglio, C.3
  • 20
    • 0001296352 scopus 로고
    • E. Magnusson, J. Am. Chem. Soc. 112, 7940 (1990); 115, 1051 (1993); A. E. Reed and P. von Ragué Schleyer, J. Am. Chem. Soc. 112, 1434 (1990); J. Cioslowski and P. R Surján, J. Mol. Struct. (Theochem) 255, 9 (1992).
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 7940
    • Magnusson, E.1
  • 21
    • 0041896945 scopus 로고
    • E. Magnusson, J. Am. Chem. Soc. 112, 7940 (1990); 115, 1051 (1993); A. E. Reed and P. von Ragué Schleyer, J. Am. Chem. Soc. 112, 1434 (1990); J. Cioslowski and P. R Surján, J. Mol. Struct. (Theochem) 255, 9 (1992).
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 1051
  • 22
    • 0345042108 scopus 로고
    • E. Magnusson, J. Am. Chem. Soc. 112, 7940 (1990); 115, 1051 (1993); A. E. Reed and P. von Ragué Schleyer, J. Am. Chem. Soc. 112, 1434 (1990); J. Cioslowski and P. R Surján, J. Mol. Struct. (Theochem) 255, 9 (1992).
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 1434
    • Reed, A.E.1    Von Ragué Schleyer, P.2
  • 23
    • 44049122838 scopus 로고
    • E. Magnusson, J. Am. Chem. Soc. 112, 7940 (1990); 115, 1051 (1993); A. E. Reed and P. von Ragué Schleyer, J. Am. Chem. Soc. 112, 1434 (1990); J. Cioslowski and P. R Surján, J. Mol. Struct. (Theochem) 255, 9 (1992).
    • (1992) J. Mol. Struct. (Theochem) , vol.255 , pp. 9
    • Cioslowski, J.1    Surján, P.R.2
  • 25
    • 0000833550 scopus 로고
    • R. Cimiraglia and H.-J. Hofmann, J. Am. Chem. Soc. 113, 6449 (1991); for RHF based CIS calculations see in J. Spanget-Larsen, Ch. Ertring and I. Shim, J. Am. Chem. Soc. 116, 11433 (1994).
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 6449
    • Cimiraglia, R.1    Hofmann, H.-J.2
  • 26
    • 0001313986 scopus 로고
    • R. Cimiraglia and H.-J. Hofmann, J. Am. Chem. Soc. 113, 6449 (1991); for RHF based CIS calculations see in J. Spanget-Larsen, Ch. Ertring and I. Shim, J. Am. Chem. Soc. 116, 11433 (1994).
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 11433
    • Spanget-Larsen, J.1    Ertring, Ch.2    Shim, I.3
  • 29
    • 0000189651 scopus 로고
    • A. D. Becke, J. Chem. Phys. 98, 1372 , 5648 (1993); C. Lee, W. Yang and R. G. Parr, Phys. Rev. B 37, 785 (1988).
    • (1993) J. Chem. Phys. , vol.98 , Issue.1372 , pp. 5648
    • Becke, A.D.1
  • 30
    • 0345491105 scopus 로고
    • A. D. Becke, J. Chem. Phys. 98, 1372 , 5648 (1993); C. Lee, W. Yang and R. G. Parr, Phys. Rev. B 37, 785 (1988).
    • (1988) Phys. Rev. B , vol.37 , pp. 785
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 31
    • 0030218597 scopus 로고    scopus 로고
    • W. Kohn, A. D. Becke and R. G. Parr, J. Phys. Chem. 100, 12974 (1996) and references therein; C. V. Barone (Ed.: D. P: Chong) in Recent Advances in Density Functional Methods, Part 1 (World Scientific, Singapure, 1995).
    • (1996) J. Phys. Chem. , vol.100 , pp. 12974
    • Kohn, W.1    Becke, A.D.2    Parr, R.G.3
  • 32
    • 0030218597 scopus 로고    scopus 로고
    • (Ed.: D. P: Chong) World Scientific, Singapure
    • W. Kohn, A. D. Becke and R. G. Parr, J. Phys. Chem. 100, 12974 (1996) and references therein; C. V. Barone (Ed.: D. P: Chong) in Recent Advances in Density Functional Methods, Part 1 (World Scientific, Singapure, 1995).
    • (1995) Recent Advances in Density Functional Methods, Part 1
    • Barone, C.V.1
  • 33
    • 36449004412 scopus 로고
    • N. Oliphant and R. J. Bartlett, J. Chem. Phys., 100, 6550 (1994); C. W. Bauschlicher, Jr. Chem. Phys. Lett. 246, 40 (1995); C. W. Bauschlicher, Jr. and H. Partridge, J. Chem. Phys. 103, 1788 (1995).
    • (1994) J. Chem. Phys. , vol.100 , pp. 6550
    • Oliphant, N.1    Bartlett, R.J.2
  • 34
    • 58149324166 scopus 로고
    • N. Oliphant and R. J. Bartlett, J. Chem. Phys., 100, 6550 (1994); C. W. Bauschlicher, Jr. Chem. Phys. Lett. 246, 40 (1995); C. W. Bauschlicher, Jr. and H. Partridge, J. Chem. Phys. 103, 1788 (1995).
    • (1995) Chem. Phys. Lett. , vol.246 , pp. 40
    • Bauschlicher C.W., Jr.1
  • 35
    • 33748614674 scopus 로고
    • N. Oliphant and R. J. Bartlett, J. Chem. Phys., 100, 6550 (1994); C. W. Bauschlicher, Jr. Chem. Phys. Lett. 246, 40 (1995); C. W. Bauschlicher, Jr. and H. Partridge, J. Chem. Phys. 103, 1788 (1995).
    • (1995) J. Chem. Phys. , vol.103 , pp. 1788
    • Bauschlicher C.W., Jr.1    Partridge, H.2
  • 38
    • 0000887063 scopus 로고
    • J. Gauss, Ber. Bunsenges. Phys. Chem. 99, 1001(1995); J. R. Cheeseman, G. W. Trucks T. A. Keith, M. J. Frisch, J. Chem. Phys. 104, 5497 (1996), D. P. Chesnut in Reviews of Computational Chemistry, Eds. K. B. Lipkowitz and D. B. Boyd, Vol. 8, (VCH, New York, 1996).
    • (1995) Ber. Bunsenges. Phys. Chem. , vol.99 , pp. 1001
    • Gauss, J.1
  • 39
    • 1242268874 scopus 로고    scopus 로고
    • J. Gauss, Ber. Bunsenges. Phys. Chem. 99, 1001(1995); J. R. Cheeseman, G. W. Trucks T. A. Keith, M. J. Frisch, J. Chem. Phys. 104, 5497 (1996), D. P. Chesnut in Reviews of Computational Chemistry, Eds. K. B. Lipkowitz and D. B. Boyd, Vol. 8, (VCH, New York, 1996).
    • (1996) J. Chem. Phys. , vol.104 , pp. 5497
    • Cheeseman, J.R.1    Trucks, G.W.2    Keith, T.A.3    Frisch, M.J.4
  • 40
    • 0004169633 scopus 로고    scopus 로고
    • Eds. K. B. Lipkowitz and D. B. Boyd, VCH, New York
    • J. Gauss, Ber. Bunsenges. Phys. Chem. 99, 1001(1995); J. R. Cheeseman, G. W. Trucks T. A. Keith, M. J. Frisch, J. Chem. Phys. 104, 5497 (1996), D. P. Chesnut in Reviews of Computational Chemistry, Eds. K. B. Lipkowitz and D. B. Boyd, Vol. 8, (VCH, New York, 1996).
    • (1996) Reviews of Computational Chemistry , vol.8
    • Chesnut, D.P.1
  • 41
    • 0001599396 scopus 로고
    • A. J. John, Pure Appl. Chem. 18, 253 (1968), B. Ya. Simkin, V. I. Minkin and M. N. Glukhovtsev, Adv. Heteroc. Chem. 56, 303 (1993); P. von Ragué Schleyer and H. Jiao, Pure Appl. Chem. 68, 209 (1996).
    • (1968) Pure Appl. Chem. , vol.18 , pp. 253
    • John, A.J.1
  • 43
    • 0000379599 scopus 로고    scopus 로고
    • A. J. John, Pure Appl. Chem. 18, 253 (1968), B. Ya. Simkin, V. I. Minkin and M. N. Glukhovtsev, Adv. Heteroc. Chem. 56, 303 (1993); P. von Ragué Schleyer and H. Jiao, Pure Appl. Chem. 68, 209 (1996).
    • (1996) Pure Appl. Chem. , vol.68 , pp. 209
    • Von Ragué Schleyer, P.1    Jiao, H.2
  • 46
    • 0041896939 scopus 로고    scopus 로고
    • University of Erlangen-Nümberg, private communication
    • (c) Dr. H. Jiao, University of Erlangen-Nümberg, private communication 1997.
    • (1997)
    • Jiao, H.1
  • 47
    • 0002254462 scopus 로고
    • R. F. W. Bader and T. T. Nguyen-Dang, Adv. Quantum Chem. 14, 63 (1981); R. F. W. Bader, Atoms in Molecules (Clarendon, Oxford, 1990); E. Kraka and D. Cremer in Theoretical Models of Chemical Bonding. The Concepts of the Chemical Bond, Ed. Z. B. Maksić, Part 2, p. 453, (Springer-Verlag, Berlin, 1990).
    • (1981) Adv. Quantum Chem. , vol.14 , pp. 63
    • Bader, R.F.W.1    Nguyen-Dang, T.T.2
  • 48
    • 0002254462 scopus 로고
    • Clarendon, Oxford
    • R. F. W. Bader and T. T. Nguyen-Dang, Adv. Quantum Chem. 14, 63 (1981); R. F. W. Bader, Atoms in Molecules (Clarendon, Oxford, 1990); E. Kraka and D. Cremer in Theoretical Models of Chemical Bonding. The Concepts of the Chemical Bond, Ed. Z. B. Maksić, Part 2, p. 453, (Springer-Verlag, Berlin, 1990).
    • (1990) Atoms in Molecules
    • Bader, R.F.W.1
  • 49
    • 0002254462 scopus 로고
    • Ed. Z. B. Maksić, Part 2, Springer-Verlag, Berlin
    • R. F. W. Bader and T. T. Nguyen-Dang, Adv. Quantum Chem. 14, 63 (1981); R. F. W. Bader, Atoms in Molecules (Clarendon, Oxford, 1990); E. Kraka and D. Cremer in Theoretical Models of Chemical Bonding. The Concepts of the Chemical Bond, Ed. Z. B. Maksić, Part 2, p. 453, (Springer-Verlag, Berlin, 1990).
    • (1990) Theoretical Models of Chemical Bonding. The Concepts of the Chemical Bond , pp. 453
    • Kraka, E.1    Cremer, D.2
  • 51
    • 33751386471 scopus 로고
    • J. Cioslowski and S. T. Mixon, J. Am. Chem. Soc. 113, 4142 (1991), Inorg. Chem. 32, 3209 (1993).
    • (1993) Inorg. Chem. , vol.32 , pp. 3209
  • 68
    • 33845554708 scopus 로고
    • R. Taylor and O. Kennard, J. Amer. Chem. Soc. 104, 5063 (1982); D. Braga, F. Grepioni, K. Biradha, V. R. Pedrireddi and G. R. Desiraju, J. Am. Chem. Soc. 117, 3156 (1995); M. Iwaoka and S Tomoda, J. Am. Chem. Soc. 116, 4463 (1994); J. J. Novoa, M. C. Rovira, C. Rovira, J. Veciana and J. Tarrés, Adv. Mater. 7, 233 (1995).
    • (1982) J. Amer. Chem. Soc. , vol.104 , pp. 5063
    • Taylor, R.1    Kennard, O.2
  • 69
    • 0000728495 scopus 로고
    • R. Taylor and O. Kennard, J. Amer. Chem. Soc. 104, 5063 (1982); D. Braga, F. Grepioni, K. Biradha, V. R. Pedrireddi and G. R. Desiraju, J. Am. Chem. Soc. 117, 3156 (1995); M. Iwaoka and S Tomoda, J. Am. Chem. Soc. 116, 4463 (1994); J. J. Novoa, M. C. Rovira, C. Rovira, J. Veciana and J. Tarrés, Adv. Mater. 7, 233 (1995).
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 3156
    • Braga, D.1    Grepioni, F.2    Biradha, K.3    Pedrireddi, V.R.4    Desiraju, G.R.5
  • 70
    • 0000755515 scopus 로고
    • R. Taylor and O. Kennard, J. Amer. Chem. Soc. 104, 5063 (1982); D. Braga, F. Grepioni, K. Biradha, V. R. Pedrireddi and G. R. Desiraju, J. Am. Chem. Soc. 117, 3156 (1995); M. Iwaoka and S Tomoda, J. Am. Chem. Soc. 116, 4463 (1994); J. J. Novoa, M. C. Rovira, C. Rovira, J. Veciana and J. Tarrés, Adv. Mater. 7, 233 (1995).
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 4463
    • Iwaoka, M.1    Tomoda, S.2
  • 71
    • 0029253029 scopus 로고
    • R. Taylor and O. Kennard, J. Amer. Chem. Soc. 104, 5063 (1982); D. Braga, F. Grepioni, K. Biradha, V. R. Pedrireddi and G. R. Desiraju, J. Am. Chem. Soc. 117, 3156 (1995); M. Iwaoka and S Tomoda, J. Am. Chem. Soc. 116, 4463 (1994); J. J. Novoa, M. C. Rovira, C. Rovira, J. Veciana and J. Tarrés, Adv. Mater. 7, 233 (1995).
    • (1995) Adv. Mater. , vol.7 , pp. 233
    • Novoa, J.J.1    Rovira, M.C.2    Rovira, C.3    Veciana, J.4    Tarrés, J.5
  • 75
    • 0030960093 scopus 로고    scopus 로고
    • H.-G. Mack and H. Oberhammer, J. Am. Chem. Soc. 119, 3567 (1997); G. Forgasi and P. G. Szalay, J. Phys. Chem. 101, 1400 (1997); L. Serrano-Andrés and M. P. Fülscher, J. Am. Chem. Soc. 118, 12190 (1996).
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 3567
    • Mack, H.-G.1    Oberhammer, H.2
  • 76
    • 0031079517 scopus 로고    scopus 로고
    • H.-G. Mack and H. Oberhammer, J. Am. Chem. Soc. 119, 3567 (1997); G. Forgasi and P. G. Szalay, J. Phys. Chem. 101, 1400 (1997); L. Serrano-Andrés and M. P. Fülscher, J. Am. Chem. Soc. 118, 12190 (1996).
    • (1997) J. Phys. Chem. , vol.101 , pp. 1400
    • Forgasi, G.1    Szalay, P.G.2
  • 77
    • 0030470055 scopus 로고    scopus 로고
    • H.-G. Mack and H. Oberhammer, J. Am. Chem. Soc. 119, 3567 (1997); G. Forgasi and P. G. Szalay, J. Phys. Chem. 101, 1400 (1997); L. Serrano-Andrés and M. P. Fülscher, J. Am. Chem. Soc. 118, 12190 (1996).
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 12190
    • Serrano-Andrés, L.1    Fülscher, M.P.2
  • 80
    • 0041395975 scopus 로고    scopus 로고
    • 4-trithiapentalene described in this paper are deposited as "supplementary publication no. CCDC 101377" by the Cambridge Crystallographic Data Centre. Copies of this data can be obtained from the following address: The Director, CCDC, 12 Union Road, GB-Cambridge CB2 1EZ (Telefax: Int. +12 23 / 3 36 0 33; e-mail: teched@chemcrys.cam.ac.uk)
    • 4-trithiapentalene described in this paper are deposited as "supplementary publication no. CCDC 101377" by the Cambridge Crystallographic Data Centre. Copies of this data can be obtained from the following address: The Director, CCDC, 12 Union Road, GB-Cambridge CB2 1EZ (Telefax: Int. +12 23 / 3 36 0 33; e-mail: teched@chemcrys.cam.ac.uk).
  • 81
    • 84943920736 scopus 로고
    • Phase annealing in SHELX-90: Direct methods for large structures
    • G. M. Sheldrick, Phase Annealing in SHELX-90: Direct Methods for Large Structures, Acta Crystallogr. A 46, 467 (1990).
    • (1990) Acta Crystallogr. A , vol.46 , pp. 467
    • Sheldrick, G.M.1


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