Macrocyclic conjugation in N-fused porphyrins and related species

Journal of Molecular Modeling

Volumn 15, Issue 12, 2009, Pages 1427-1433

  Aihara, Jun Ichi ^a,b   Makino, Masakazu ^a  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b SHIZUOKA UNIVERSITY   (Japan)

Author keywords

Bond resonance energy; Macrocyclic aromaticity; Macrocyclic conjugation pathway; N Fused porphyrins; Superaromatic stabilization energy

Indexed keywords

ANNULENE DERIVATIVE; MACROCYCLIC COMPOUND; PENTAPHYRIN; PORPHYRIN DERIVATIVE; SAPPHYRIN; UNCLASSIFIED DRUG;

AROMATIZATION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL BOND; CONJUGATION; GEOMETRY; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

NITROGEN; PORPHYRINS; THERMODYNAMICS;

EID: 70350350880     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-009-0508-z     Document Type: Article

References (39)

1. Vogel E (1993) Pure Appl Chem 65:143-152
2. Franck B, Nonn A (1995) Angew Chem Int Ed Engl 34:1795-1811
3. Lash TD (2000) Synlett 279-295
4. Sessler JL, Seidel D (2003) Angew Chem Int Ed 42:5134-5175
5. Furuta H, Ishizuka T, Osuka A, Ogawa T (1999) J Am Chem Soc 121:2945-2946
6. Furuta H, Ishizuka T, Osuka A, Ogawa T (2000) J Am Chem Soc 122:5748-5757
7. Shin J-Y, Furuta H, Osuka A (2001) Angew Chem Int Ed 40:619-621
8. Furuta H, Maeda H, Osuka A (2002) Chem Commun 1795-1804.
9. Srinivasan A, Ishizuka T, Furuta H (2004) Angew Chem Int Ed 43:876-879
10. Srinivasan A, Furuta H (2005) Acc Chem Res 38:10-20
11. Mori S, Shin J-Y, Shimizu S, Ishikawa F, Furuta H, Osuka A (2005) Chem Eur J 11:2417-2425
12. Panda PK, Kang Y-J, Lee C-H (2005) Angew Chem Int Ed 44:4053-4055
13. Park JK, Yoon ZS, Yoon M-C, Kim KS, Mori S, Shin J-Y, Osuka A, Kim D (2008) J Am Chem Soc 130:1824-1825
14. Gupta I, Srinivasan A, Morimoto T, Toganoh M, Furuta H (2008) Angew Chem Int Ed 47:4563-4567
15. Toganoh M, Kimura T, Uno H, Furuta H (2008) Angew Chem Int Ed 47:8913-8916
16. Kang S, Hayashi H, Umezawa T, Matano Y, Tkachenko NV, Lemmetyinen H, Imahori H (2008) Chem Asian J 3:2065-2074
17. Cyrański MC, Krygowski TM, Wisiorowski M, van Eikema Hommes NJR, Schleyer PvR (1998) Angew Chem Int Ed 37:177-180
18. Jusélius J, Sundholm D (2000) Phys Chem Chem Phys 2:2145-2151
19. Steiner E, Fowler PW (2002) Chem Phys Chem 3:114-116
20. Aihara J, Kimura E, Krygowski TM (2008) Bull Chem Soc Jpn 81:826-835
21. Aihara J (2008) J Phys Chem A 112:5305-5311
22. Aihara J (1995) J Am Chem Soc 117:4130-4136
23. Aihara J (1995) J Phys Chem 99:12739-12742
24. Aihara J (1996) J Chem Soc Perkin Trans 2:2185-2195
25. Dewar MJS, de Llano C (1969) J Am Chem Soc 91:789-795
26. Hess BA Jr, Schaad LJ (1971) J Am Chem Soc 93:305-310
27. Heine T, Schleyer PvR, Corminboeuf C, Seifert G, Reviakine R, Weber J (2003) J Phys Chem A 107:6470-6475
28. Aihara J (1976) J Am Chem Soc 98:2750-2758
29. Gutman I, Milun M, Trinajstić N (1977) J Am Chem Soc 99:1692-1704
30. Van-Catledge FA (1980) J Org Chem 45:4801-4802
31. Makino M, Aihara J (2008) Phys Chem Chem Phys 10:591-599 Electronic Supplementary Information
32. Aihara J (2003) Chem Phys Lett 381:147-153
33. Mori S, Osuka A (2005) J Am Chem Soc 127:8030-8031
34. Mori S, Kim KS, Yoon ZS, Noh SB, Kim D, Osuka A (2007) J Am Chem Soc 129:11344-11345
35. Aihara J (2008) J Phys Chem A 112:4382-4385
36. Randić M (1977) J Am Chem Soc 99:444-450
37. Aihara J (2006) J Am Chem Soc 128:2873-2879
38. Müllen K, Unterberg H, Huber W, Wennerström O, Norinder U, Tanner D, Thulin B (1984) J Am Chem Soc 106:7514-7522
39. Shabatai E, Segev O, Beust R, Rabinovitz M (2000) J Chem Soc Perkin Trans 2 1233-1241