Convenient and highly efficient synthesis of boron-dipyrrins bearing an arylboronate center

Tetrahedron Letters

Volumn 50, Issue 26, 2009, Pages 3349-3351

  Ikeda, Chusaku ^a   Maruyama, Tetsuji ^a   Nabeshima, Tatsuya ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

Author keywords

BODIPY; Boron; Boronic acid; Dipyrrin; Fluorescence

Indexed keywords

BORON DERIVATIVE; BORONIC ACID DERIVATIVE;

ALKYLATION; ARTICLE; ASYMMETRIC SYNTHESIS; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; FLUORESCENCE; GEOMETRY; X RAY CRYSTALLOGRAPHY;

EID: 65549139402     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.02.094     Document Type: Article

References (24)

1. Treibs A., and Kreuzer F.-H. Justus Liebigs Ann. Chem. 718 (1968) 208-223
2. Loudet A., and Burgess K. Chem. Rev. 107 (2007) 4891-4932
3. Ulrich G., Ziessel R., and Harriman A. Angew. Chem., Int. Ed. 47 (2008) 1184-1201
4. Karolin J., Johansson L.B.-A., Strandberg L., and Ny T. J. Am. Chem. Soc. 116 (1994) 7801-7806
5. Reents R., Wagner M., Kuhlmann J., and Waldmann H. Angew. Chem., Int. Ed. 43 (2004) 2711-2714
6. Bonardi L., Kanaan H., Camerel F., Jolinat P., Retailleau P., and Ziessel R. Adv. Funct. Mater. 18 (2008) 401-413
7. Arbeloa T.L., Arbeloa F.L., Arbeloa I.L., García-Moreno I., Costela A., Sastre R., and Amat-Guerri F. Chem. Phys. Lett. 299 (1999) 315-321
8. Kim H., Burghart A., Welch M.B., Reigenspies J., and Burgess K. Chem. Commun. (1999) 1889-1890
9. Tahtaoui C., Thomas C., Rohmer F., Klots P., Duportail G., Mély Y., Bonnet D., and Hibert M. J. Org. Chem. 72 (2007) 269-272
10. Ulrich G., Goze C., Guardigli M., Roda A., and Ziessel R. Angew. Chem., Int. Ed. 44 (2005) 3694-3698
11. Goze C., Ulrich G., Mallon L.J., Allen B.D., Harriman A., and Ziessel R. J. Am. Chem. Soc. 128 (2006) 10231-10239
12. Harriman A., Izzet G., and Ziessel R. J. Am. Chem. Soc. 128 (2006) 10868-10875
13. Ulrich G., Goze C., Goeb S., Retailleau P., and Ziessel R. New J. Chem. 30 (2006) 982-986
14. Ikeda, C.; Ueda, S.; Nabeshima, T., Chem. Commun. 2009, doi:10.1039/B820141B.
15. 6a.
16. 2O: C, 77.76; H, 5.64; N, 4.90. Found: C, 78.06; H, 5.78; N, 4.91.
17. Kuivila H.G., and Nahabedian K.V. J. Am. Chem. Soc. 83 (1961) 2159-2163
18. Coopper J.N., and Powell R.E. J. Am. Chem. Soc. 85 (1963) 1590-1592
19. Nishida H., Takada N., and Yoshimura M. Bull. Chem. Soc. Jpn. 57 (1984) 2600-2604
20. Baruah M., Qin W., Basarić N., De Borggraeve W.M., and Boens N. J. Org. Chem. 70 (2005) 4152-4157
21. 2: C, 81.59; H, 5.58; N, 4.42. Found: C, 81.74; H, 5.96; N, 4.22.
22. Islam T.M.B., Yoshino K., and Sasane A. Anal. Sci. 19 (2003) 455-460
23. 2) = 1.078. CCDC 716494 contains the supplementary crystallographic data for this Letter. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
24. Sheldrick, G. M. shelxl-97. Program for crystal structure refinement, University of Göttingen, 1997.