Skip to main content
SpringerLink
Log in
Book cover

Supramolecular Chirality pp 89–146Cite as

Supramolecular Chirogenesis in Host–Guest Systems Containing Porphyrinoids

  • Chapter
  • First Online:

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 265))

Abstract

Supramolecular chirogenesis is a smart combination of supramolecular chemistry and molecular chirality resulting in effective functioning of living organisms and important implications in modern sciences, technologies and medicines. Recently, amongst the vast number of molecules employed in studying this phenomenon, porphyrinoids have repeatedly been shown to be one of the most suited and versatile chromophores owing to their spectral and physicochemical properties, easy handling and versatile modification, great biological importance, and wide applicability. This is the first comprehensive review of the supramolecular chirogenesis in various porphyrinoid-containing systems, covering the progress made in this field during the last 10 years. In particular, a variety of chirogenic assemblies based on monomeric, dimeric/oligomeric and self-assembled/aggregated porphyrinoids (both achiral and chiral) upon interaction with chiral/achiral counterparts or external chiral field are described, and the role of various external and internal controlling factors are discussed. The results and subsequent concepts arising from these studies are of consequence and general applicability to various fields of science and technology.

This is a preview of subscription content, log in via an institution.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Abbreviations

TPP:

5,10,15,20-tetraphenylporphyrin

TMP:

5,10,15,20-tetra(4-N-methylpyridyl)porphyrin

CE:

Cotton effect

CD:

circular dichroism

BNP:

1,1′-binaphthyl

AA:

amino acid

DACH:

trans-1,2-diaminocyclohexane

A :

CD amplitude

References

  1. Voet D, Voet JG (1995) Biochemistry, 2nd edn. Wiley, New York

    Google Scholar 

  2. Steed JW, Atwood JL (2000) Supramolecular chemistry. Wiley, Chichester

    Google Scholar 

  3. Kyte J (1995) Structure in protein chemistry. Garland Publishing, Inc., New York

    Google Scholar 

  4. Rodger A, Nordén B (1997) Circular dichroism and linear dichroism. Oxford University Press, Oxford

    Google Scholar 

  5. Hsu M-C, Woody RW (1971) J Am Chem Soc 93:3515

    CAS  Google Scholar 

  6. Blauer G, Sreerama N, Woody RW (1993) Biochem 32:6674

    CAS  Google Scholar 

  7. Björling SC, Goldbeck RA, Paquette SJ, Milder SJ, Kliger DS (1996) Biochem 35:8619

    Google Scholar 

  8. Boffi A, Wittenberg JB, Chiancone E (1997) FEBS Lett 411:335

    CAS  Google Scholar 

  9. Santucci R, Ascoli F (1997) J Inorg Biochem 211

    Google Scholar 

  10. Linnanto J, Korppi-Tommola JFI, Helenius VM (1999) J Phys Chem B 103:8739

    CAS  Google Scholar 

  11. Georgakopoulou S, Frese RN, Johnson E, Koolhaas C, Cogdell RJ, van Grondelle R, van der Zwan G (2002) Biophys J 82:2184

    CAS  Google Scholar 

  12. Iida K, Ohya N, Kashiwada A, Mimuro M, Nango M (2000) Bull Chem Soc Jpn 73:221

    Google Scholar 

  13. Lawrence DS, Jiang T, Levett M (1995) Chem Rev 95:2229

    CAS  Google Scholar 

  14. van Nostrum CF, Nolte RJM (1996) Chem Commun 2385

    Google Scholar 

  15. Dinolfo PH, Hupp JT (2001) Chem Mater 13:3113

    CAS  Google Scholar 

  16. Miyake H, Tsukube H (2005) Supramol Chem 17:53

    CAS  Google Scholar 

  17. Hamilton TD, MacGillivray LR (2004) Cryst Growth Des 4:419

    CAS  Google Scholar 

  18. Borovkov VV, Hembury GA, Inoue Y (2004) Acc Chem Res 37:449

    CAS  Google Scholar 

  19. Ogoshi H, Mizutani T (1996) J Synth Org Chem Jpn 54:906

    Google Scholar 

  20. Ogoshi H, Mizutani T (1998) Acc Chem Res 31:81

    CAS  Google Scholar 

  21. Ogoshi H, Mizutani T (1999) Curr Opin Chem Biol 3:736

    CAS  Google Scholar 

  22. Ogoshi H, Mizutani T, Hayashi T, Kuroda Y (2000) In: Kadish KM, Smith KM, Guilard R (eds) The porphyrin handbook, vol 6. Academic Press, New York, p 279

    Google Scholar 

  23. Marchon J-C, Ramasseul R (2003) In: Kadish KM, Smith KM, Guilard R (eds) The porphyrin handbook, vol 11. Academic Press, New York, p 75

    Google Scholar 

  24. Huang X, Nakanishi K, Berova N (2000) Chirality 12:237

    CAS  Google Scholar 

  25. James TD, Sandanayake KRAS, Shinkai S (1996) Angew Chem Int Ed Engl 35:1911

    CAS  Google Scholar 

  26. Robertson A, Shinkai S (2000) Coord Chem Rev 205:157

    CAS  Google Scholar 

  27. Shinkai S, Ikeda M, Sugasaki A, Takeuchi M (2001) Acc Chem Res 34:494

    CAS  Google Scholar 

  28. Shinkai S, Takeuchi M (2004) Biosens Bioelectron 20:1250

    CAS  Google Scholar 

  29. Hartley JH, James TD, Ward CJ (2000) J Chem Soc, Perkin Trans 1:3155

    Google Scholar 

  30. Tsukube H, Shinoda S (2000) Enantiomer 5:13

    CAS  Google Scholar 

  31. Tsukube H, Shinoda S, Tamiaki H (2002) Coord Chem Rev 226:227

    CAS  Google Scholar 

  32. Tsukube H, Shinoda S (2002) Chem Rev 102:2389

    CAS  Google Scholar 

  33. Simonneaux G, Maux PL (2002) Coord Chem Rev 228:43

    CAS  Google Scholar 

  34. Bondy CR, Loeb SJ (2003) Coord Chem Rev 240:77

    CAS  Google Scholar 

  35. Finn MG (2002) Chirality 14:534

    CAS  Google Scholar 

  36. Wenzel TJ, Wilcox JD (2003) Chirality 15:256

    CAS  Google Scholar 

  37. Allenmark S (2003) Chirality 15:409

    CAS  Google Scholar 

  38. Pasternack RF (2003) Chirality 15:329

    CAS  Google Scholar 

  39. Kobayashi N (2001) Coord Chem Rev 219–221:99

    Google Scholar 

  40. Formaggio F, Peggion C, Crisma M, Kaptein B, Broxterman QB, Mazaleyrat J-P, Wakselman M, Toniolo C (2004) Chirality 16:388

    CAS  Google Scholar 

  41. Aspinall HC (2002) Chem Rev 102:1807

    CAS  Google Scholar 

  42. Arnold DP, Blok J (2004) Coord Chem Rev 248:299

    CAS  Google Scholar 

  43. McMillin DR, McNett KM (1998) Chem Rev 98:1201

    Google Scholar 

  44. Shelnutt JA, Song X-Z, Ma J-G, Jia S-L, Jentzen W, Medforth CJ (1998) Chem Soc Rev 27:31

    CAS  Google Scholar 

  45. Feiters MC, Rowan AE, Nolte RJM (2000) Chem Soc Rev 29:375

    CAS  Google Scholar 

  46. Kobayashi N (2002) Bull Chem Soc Jpn 75:1

    Google Scholar 

  47. Kobayashi N (2003) In: Kadish KM, Smith KM, Guilard R (eds) The porphyrin handbook, vol 15. Academic Press, New York, p 161

    Google Scholar 

  48. Furusho Y, Kimura T, Mizuno Y, Aida T (1997) J Am Chem Soc 119:5267

    CAS  Google Scholar 

  49. Mizuno Y, Aida T, Yamaguchi K (2000) J Am Chem Soc 122:5278

    CAS  Google Scholar 

  50. Kijima H, Takeuchi M, Shinkai S (1998) Chem Lett 781

    Google Scholar 

  51. Mizutani T, Murakami T, Kurahashi T, Ogoshi H (1996) J Org Chem 61:539

    CAS  Google Scholar 

  52. Mizutani T, Wada K, Kitagawa S (2000) J Org Chem 65:6097

    CAS  Google Scholar 

  53. Tamiaki H, Matsumoto N, Unno S, Shinoda S, Tsukube H (2000) Inorg Chim Acta 300–302:243

    Google Scholar 

  54. Tsukube H, Wada M, Shinoda S, Tamiaki H (1999) Chem Commun 1007

    Google Scholar 

  55. Awawdeh MA, Legako JA, Harmon HJ (2003) Sens Actuator B 91:227

    Google Scholar 

  56. Forman JE, Barrans RE Jr, Dougherty DA (1995) J Am Chem Soc 117:9213

    CAS  Google Scholar 

  57. Tamiaki H, Unno S, Takeuchi E, Tameshige N, Shinoda S, Tsukube H (2003) Tetrahedron 59:10477

    CAS  Google Scholar 

  58. Ishi-i T, Jung JH, Shinkai S (2000) J Mater Chem 10:2238

    CAS  Google Scholar 

  59. Wang CZ, Zhu ZA, Li Y, Chen YT, Wen X, Miao FM, Chan WL, Chan ASC (2001) New J Chem 25:801

    CAS  Google Scholar 

  60. Monti D, Cantonetti V, Venanzi M, Ceccacci F, Bombelli C, Mancini G (2004) Chem Commun 972

    Google Scholar 

  61. Cantonetti V, Monti D, Venanzi M, Bombelli C, Ceccacci F, Mancini G (2004) Tetrahedron: Asym 15:1969

    CAS  Google Scholar 

  62. Bian Y, Wang R, Jiang J, Lee C-H, Wang J, Ng DKP (2003) Chem Commun 1194

    Google Scholar 

  63. Tashiro K, Konishi K, Aida T (1997) Angew Chem Int Ed Engl 36:856

    CAS  Google Scholar 

  64. Tashiro K, Konishi K, Aida T (2000) J Am Chem Soc 122:7921

    CAS  Google Scholar 

  65. Fukuda T, Olmstead MM, Durfee WS, Kobayashi N (2003) Chem Commun 1256

    Google Scholar 

  66. Muranaka A, Okuda M, Kobayashi N, Somers K, Ceulemans A (2004) J Am Chem Soc 126:4596

    CAS  Google Scholar 

  67. Arimori S, Takeuchi M, Shinkai S (1996) Chem Lett 77

    Google Scholar 

  68. Takeuchi M, Chin Y, Imada T, Shinkai S (1996) Chem Commun 1867

    Google Scholar 

  69. Fan J, Whiteford JA, Olenyuk B, Levin MD, Stang PJ, Fleischer EB (1999) J Am Chem Soc 121:2741

    CAS  Google Scholar 

  70. Ayabe M, Yamashita K, Sada S, Ikeda A, Sakamoto S, Yamaguchi K (2003) J Org Chem 68:1059

    CAS  Google Scholar 

  71. Takeuchi M, Imada T, Shinkai S (1998) Bull Chem Soc Jpn 71:1117

    Google Scholar 

  72. Takeuchi M, Imada T, Shinkai S (1998) Angew Chem Int Ed Engl 37:2096

    CAS  Google Scholar 

  73. Sugasaki A, Ikeda M, Takeuchi M, Robertson A, Shinkai S (1999) J Chem Soc, Perkin Trans 1:3259

    Google Scholar 

  74. Sugasaki A, Ikeda M, Takeuchi M, Shinkai S (2000) Angew Chem Int Ed 39:3839

    CAS  Google Scholar 

  75. Sugasaki A, Sugiyasu K, Ikeda M, Takeuchi M, Shinkai S (2001) J Am Chem Soc 123:10239

    CAS  Google Scholar 

  76. Yamamoto M, Sugasaki A, Ikeda M, Takeuchi M, Frimat K, James TD, Shinkai S (2001) Chem Lett 520

    Google Scholar 

  77. Kral V, Rusin O, Schmidtchen FP (2001) Org Lett 3:873

    CAS  Google Scholar 

  78. Guo Y-M, Oike H, Aida T (2004) J Am Chem Soc 126:716

    CAS  Google Scholar 

  79. Mizuno Y, Aida T (2003) Chem Commun 20

    Google Scholar 

  80. Tsukube H, Tameshige N, Shinoda S, Unno S, Tamiaki H (2002) Chem Commun 2574

    Google Scholar 

  81. Hayashi T, Aya T, Nonoguchi M, Mizutani T, Hisaeda Y, Kitagawa S, Ogoshi H (2002) Tetrahedron 58:2803

    CAS  Google Scholar 

  82. Monti D, Monica LL, Scipioni A, Mancini G (2001) New J Chem 25:780

    CAS  Google Scholar 

  83. Kubo Y, Ishii Y, Yoshizawa T, Tokita S (2004) Chem Commun 1394

    Google Scholar 

  84. Kubo Y, Ohno T, Yamanaka J-i, Tokita S, Iida T, Ishimaru Y (2001) J Am Chem Soc 123:12700

    CAS  Google Scholar 

  85. Huang X, Rickman BH, Borhan B, Berova N, Nakanishi K (1998) J Am Chem Soc 120:6185

    CAS  Google Scholar 

  86. Huang X, Borhan B, Rickman BH, Nakanishi K, Berova N (2000) Chem Eur J 6:216

    CAS  Google Scholar 

  87. Kurtan T, Nesnas N, Li Y-Q, Huang X, Nakanishi K, Berova N (2001) J Am Chem Soc 123:5962

    CAS  Google Scholar 

  88. Kurtan T, Nesnas N, Koehn FE, Li Y-Q, Nakanishi K, Berova N (2001) J Am Chem Soc 123:5974

    CAS  Google Scholar 

  89. Yang Q, Olmsted C, Borhan B (2002) Org Lett 4:3423

    CAS  Google Scholar 

  90. Proni G, Pescitelli G, Huang X, Quraishi NQ, Nakanishi K, Berova N (2002) Chem Commun 1590

    Google Scholar 

  91. Huang X, Fujioka N, Pescitelli G, Koehn FE, Williamson RT, Nakanishi K, Berova N (2002) J Am Chem Soc 124:10320

    CAS  Google Scholar 

  92. Proni G, Pescitelli G, Huang X, Nakanishi K, Berova N (2003) J Am Chem Soc 125:12914

    CAS  Google Scholar 

  93. Ishii H, Chen Y, Miller RA, Karady S, Nakanishi K, Berova N (2005) Chirality 17:305

    CAS  Google Scholar 

  94. Solladié-Cavallo A, Marsol C, Pescitelli G, Bari LD, Salvadori P, Huang X, Fujioka N, Berova N, Cao X, Freedman TB, Nafiè (2002) Eur J Org Chem 1788

    Google Scholar 

  95. Ishii H, Krane S, Itagaki Y, Berova N, Nakanishi K, Weldon PJ (2004) J Nat Prod 67:1426

    CAS  Google Scholar 

  96. Borovkov VV, Lintuluoto JM, Inoue Y (2000) Org Lett 2:1565

    CAS  Google Scholar 

  97. Borovkov VV, Lintuluoto JM, Inoue Y (2001) J Am Chem Soc 123:2979

    CAS  Google Scholar 

  98. Borovkov VV, Lintuluoto JM, Inoue Y (2000) J Phys Chem A 104:9213

    CAS  Google Scholar 

  99. Borovkov VV, Yamamoto N, Lintuluoto JM, Tanaka T, Inoue Y (2001) Chirality 13:329

    CAS  Google Scholar 

  100. Borovkov VV, Lintuluoto JM, Sugeta H, Fujiki M, Arakawa R, Inoue Y (2002) J Am Chem Soc 124:2993

    CAS  Google Scholar 

  101. Borovkov VV, Lintuluoto JM, Fujiki M, Inoue Y (2000) J Am Chem Soc 122:4403

    CAS  Google Scholar 

  102. Borovkov VV, Hembury GA, Inoue Y (2003) J Porphyrins Phthalocyanines 7:337

    CAS  Google Scholar 

  103. Lintuluoto JM, Borovkov VV, Inoue Y (2002) J Am Chem Soc 124:13676

    CAS  Google Scholar 

  104. Borovkov VV, Hembury GA, Yamamoto N, Inoue Y (2003) J Phys Chem A 107:8677

    CAS  Google Scholar 

  105. Borovkov VV, Hembury GA, Inoue Y (2003) Angew Chem Int Ed 42:5310

    CAS  Google Scholar 

  106. Borovkov VV, Lintuluoto JM, Inoue Y (2002) Org Lett 4:169

    CAS  Google Scholar 

  107. Borovkov VV, Lintuluoto JM, Sugiura M, Inoue Y, Kuroda R (2002) J Am Chem Soc 124:11282

    CAS  Google Scholar 

  108. Borovkov VV, Lintuluoto JM, Hembury GA, Sugiura M, Arakawa R, Inoue Y (2003) J Org Chem 68:7176

    CAS  Google Scholar 

  109. Borovkov VV, Fujii I, Muranaka A, Hembury GA, Tanaka T, Ceulemans A, Kobayashi N, Inoue Y (2004) Angew Chem Int Ed 43:5481

    CAS  Google Scholar 

  110. Ikeda M, Shinkai S, Osuka A (2000) Chem Commun 1047

    Google Scholar 

  111. Ikeda C, Yoon ZS, Park M, Inoue H, Kim D, Osuka A (2005) J Am Chem Soc 127:534

    CAS  Google Scholar 

  112. Takase M, Ismael R, Murakami R, Ikeda M, Kim D, Shinmori H, Furuta H, Osuka A (2002) Tetrahedron Lett 43:5157

    CAS  Google Scholar 

  113. Li W-S, Jiang D-L, Suna Y, Aida T (2005) J Am Chem Soc 127:7700

    CAS  Google Scholar 

  114. Liu H-y, Huang J-w, Tian X, Jiao X-d, Luo G-t, Ji L-n (1997) Chem Commun 1575

    Google Scholar 

  115. Liu H-y, Huang J-w, Tian X, Jiao X-d, Luo G-t, Ji L-n (1998) Inorg Chim Acta 272:295

    CAS  Google Scholar 

  116. Ema T, Misawa S, Nemugaki S, Sakai T, Utaka M (1997) Chem Lett 487

    Google Scholar 

  117. Hayashi T, Nonoguchi M, Aya T, Ogoshi H (1997) Tetrahedron Lett 38:1603

    CAS  Google Scholar 

  118. MacMillan JB, Linington RG, Andersen RJ, Molinski TF (2004) Angew Chem Int Ed 43:5946

    CAS  Google Scholar 

  119. Sessler JL, Andrievsky A, Kral V, Lynch V (1997) J Am Chem Soc 119:9385

    Google Scholar 

  120. Crossley MJ, Mackay LG, Try AC (1995) J Chem Soc, Chem Commun 1925

    Google Scholar 

  121. Gou Y-M, Oike H, Saeki N, Aida T (2004) Angew Chem Int Ed 43:4915

    Google Scholar 

  122. Paolesse R, Monti D, Monica LL, Venanzi M, Froiio A, Nardis S, Natale CD, Martinelli E, D'Amico A (2002) Chem Eur J 8:2476

    CAS  Google Scholar 

  123. Borovkov VV, Hembury GA, Inoue Y (2005) J Org Chem 70:8743

    CAS  Google Scholar 

  124. Sekiguchi T, Wakayama Y, Yokoyama S, Kamikado T, Mashiko S (2004) Thin Solid Films 464–465:393

    Google Scholar 

  125. Zhang L, Lu Q, Liu M (2003) J Phys Chem B 107:2565

    CAS  Google Scholar 

  126. Rubires R, Crusats J, El-Hachemi Z, Jaramillo T, López M, Valls E, Farrera J-A, Ribó JM (1999) New J Chem 189

    Google Scholar 

  127. Ribó JM, Crusats J, Sagués F, Claret J, Rubires R (2001) Science 292:2063

    Google Scholar 

  128. Rubires R, Farrera J-A, Ribó JM (2001) Chem Eur J 7:436

    CAS  Google Scholar 

  129. Crusats J, Claret J, Diez-Pérez I, El-Hachemi Z, Garcia-Ortega H, Rubires R, Sagués F, Ribó JM (2003) Chem Commun 1588

    Google Scholar 

  130. Yamaguchi T, Kimura T, Matsuda H, Aida T (2004) Angew Chem Int Ed 43:6350

    CAS  Google Scholar 

  131. Tamaru S-i, Uchino S-y, Takeuchi M, Ikeda M, Hatano T, Shinkai S (2002) Tetrahedron Lett 43:3751

    CAS  Google Scholar 

  132. Zhang L, Yuan J, Liu M (2003) J Phys Chem B 107:12768

    CAS  Google Scholar 

  133. Borovkov VV, Harada T, Hembury GA, Inoue Y, Kuroda R (2003) Angew Chem Int Ed 42:1746

    CAS  Google Scholar 

  134. Lauceri R, Napoli MD, Mammana A, Nardis S, Romeo A, Purrello R (2004) Synthetic Metals 147:49

    CAS  Google Scholar 

  135. Purrello R, Bellacchio E, Gurrieri S, Lauceri R, Raudino A, Scolaro LM, Santoro AM (1998) J Phys Chem B 102:8852

    CAS  Google Scholar 

  136. Koti ASR, Periasamy N (2003) Chem Mater 15:369

    CAS  Google Scholar 

  137. Purrello R, Scolaro LM, Bellacchio E, Gurrieri S, Romeo A (1998) Inorg Chem 37:3647

    CAS  Google Scholar 

  138. Bellacchio E, Lauceri R, Gurrieri S, Scolaro LM, Romeo A, Purrello R (1998) J Am Chem Soc 120:12353

    CAS  Google Scholar 

  139. Purrello R, Raudino A, Scolaro LM, Loisi A, Bellacchio E, Lauceri R (2000) J Phys Chem B 104:10900

    CAS  Google Scholar 

  140. Lauceri R, Purrello R (2005) Supramol Chem 17:61

    CAS  Google Scholar 

  141. Bischoff G, Bischoff R, Hoffmann S (2001) J Porphyrins Phthalocyanines 5:691

    CAS  Google Scholar 

  142. Balaban TS, Leitich J, Holzwarth AR, Schaffner K (2000) J Phys Chem B 104:1362

    CAS  Google Scholar 

  143. Furukawa H, Oba T, Tamiaki H, Watanabe T (1999) J Phys Chem B 103:7398

    CAS  Google Scholar 

  144. Steensgaard DB, Wackerbarth H, Hildebrandt P, Holzwarth AR (2000) J Phys Chem B 104:10379

    CAS  Google Scholar 

  145. Miyatake T, Oba T, Tamiaki H (2001) Chembiochem 2:335

    CAS  Google Scholar 

  146. Yagai S, Miyatake T, Tamiaki H (2002) J Org Chem 67:49

    CAS  Google Scholar 

  147. Yagai S, Tamiaki H (2001) J Chem Soc, Perkin Trans 1:3135

    Google Scholar 

  148. Knapp S, Huang B, Emge TJ, Sheng S, Krogh-Jespersen K, Potenza JA, Schugar HJ (1999) J Am Chem Soc 121:7977

    CAS  Google Scholar 

  149. Huber V, Katterle M, Lysetska M, Würthner F (2005) Angew Chem Int Ed 44:3147

    CAS  Google Scholar 

  150. de Boer I, Matysik J, Erkelens K, Sasaki S-i, Miyatake T, Yagai S, Tamiaki H, Holzwarth AR, de Groot HJM (2004) J Phys Chem B 108:16556

    Google Scholar 

  151. Barkigia KM, Melamed D, Sweet RM, Smith KM, Fajer J (1997) Spectrochim Acta A 53:463

    Google Scholar 

  152. Balaban TS, Bhise AD, Fischer M, Linke-Schaetzel M, Roussel C, Vanthuyne N (2003) Angew Chem Int Ed 42:2140

    CAS  Google Scholar 

  153. Balaban TS, Linke-Schaetzel M, Bhise AD, Vanthuyne N, Roussel C (2004) Eur J Org Chem 3919

    Google Scholar 

  154. Carofiglio T, Fornasier R, Lucchini V, Simonato L, Tonellato U (2000) J Org Chem 65:9013

    CAS  Google Scholar 

  155. Kral V, Schmidtchen FP, Lang K, Berger M (2002) Org Lett 4:51

    CAS  Google Scholar 

  156. Masiero S, Gottarelli G, Pieraccini S (2000) Chem Commun 1995

    Google Scholar 

  157. Tian HJ, Inoue K, Yoza K, Ishi-i T, Shinkai S (1998) Chem Lett 871

    Google Scholar 

  158. Tamaru S-I, Nakamura M, Takeuchi M, Shinkai S (2001) Org Lett 3:3631

    CAS  Google Scholar 

  159. Kawano S-i, Tamaru S-i, Fujita N, Shinkai S (2004) Chem Eur J 10:343

    CAS  Google Scholar 

  160. Fox JM, Katz TJ, Elshocht SV, Verbiest T, Kauranen M, Persoons A, Thongpanchang T, Krauss T, Brus L (1999) J Am Chem Soc 121:3453

    CAS  Google Scholar 

  161. Borovkov VV, Harada T, Inoue Y, Kuroda R (2002) Angew Chem Int Ed 41:1378

    CAS  Google Scholar 

  162. Kimura M, Kitamura T, Muto T, Hanabusa K, Shirai H, Kobayashi N (2000) Chem Lett 1088

    Google Scholar 

  163. Kimura M, Kitamura T, Sano M, Muto T, Hanabusa K, Shirai H, Kobayashi N (2000) New J Chem 24:113

    CAS  Google Scholar 

  164. Hwang I-W, Kamada T, Ahn TK, Ko DM, Nakamura T, Tsuda A, Osuka A, Kim D (2004) J Am Chem Soc 126:1618

    Google Scholar 

Download references

Acknowledgments

We thank Dr. G. A. Hembury for assistance in the preparation of this manuscript.

Author information

Authors and Affiliations

  1. Entropy Control Project, ICORP, Japan Science and Technology Agency, Kamishinden 4-6-3, Toyonaka-shi, 560-0085, Osaka, Japan

    Victor V. Borovkov & Yoshihisa Inoue

Authors
  1. Victor V. Borovkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Yoshihisa Inoue
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Victor V. Borovkov or Yoshihisa Inoue .

Editor information

Mercedes Crego-Calama David N. Reinhoudt

Rights and permissions

Reprints and permissions

About this chapter

Cite this chapter

Borovkov, V.V., Inoue, Y. Supramolecular Chirogenesis in Host–Guest Systems Containing Porphyrinoids. In: Crego-Calama, M., Reinhoudt, D.N. (eds) Supramolecular Chirality. Topics in Current Chemistry, vol 265. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_037

Download citation

Publish with us

Policies and ethics

Search

Navigation