Synthesis of fluorescein derivatives containing metal-coordinating heterocycles

Tetrahedron Letters

Volumn 45, Issue 38, 2004, Pages 7129-7131

  Clark, Matthew A ^a   Hilderbrand, Scott A ^a   Lippard, Stephen J ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORESCEIN; LEWIS ACID; METAL;

ARTICLE; ELECTRON; POLYMERIZATION; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 4444366289     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.07.131     Document Type: Article

References (13)

1. M.A. Clark, K. Duffy, J. Tibrewala, and S.J. Lippard Org. Lett. 5 2003 2051
2. S.C. Burdette, and S.J. Lippard Coord. Chem. Rev. 216â€" 217 2001 333
3. K.J. Franz, N. Singh, B. Spingler, and S.J. Lippard Inorg. Chem. 39 2000 4081
4. Fluorescein derivatives that contain an oxygen and nitrogen substituent will be referred to as rhodafluors; they are also termed rhodols or fluorhods
5. X.-X. Zhang, and S.L. Buchwald J. Org. Chem. 65 2000 8027
6. S.C. Burdette, C.J. Frederickson, W. Bu, and S.J. Lippard J. Am. Chem. Soc. 125 2003 1778
7. 3OD) 98.6; HR-ESIMS 435.1100 (M + H) calcd 435.1106
8. TCI Chemicals, Tokyo, Japan.
9. H.G. Jaisinghani, and B.M. Khadilkar Tetrahedron Lett. 38 1997 6875
10. 3OD) 8.40 (d, 1H, J = 9 Hz), 8.08 (dd, 1H, J = 1.5, 7 Hz), 7.75 (m, 2H), 7.50 (dd, 1H, J = 2, 10 Hz), 7.38 (d, 1H, J = 9 Hz), 7.24 (d, 1H, J = 2 Hz), 7.20 (m, 1H), 7.01 (s, 1H), 6.70 (s, 1H), 6.64 (d, 1H, J = 9 Hz), 3.59 (m, 4H), 3.41 (m, 4H); ESIMS 485.3 (M + H, 100%), calcd 485.1
11. R.D. Miller, V.Y. Lee, and C.R. Moylan Chem. Mater. 6 1994 1023 Carbon tetrabromide was used instead of dibromoethane
12. Personal communication, Dr. Ryan Schoenfeld, Roche Palo Alto
13. 3OD) 8.62 (d, 1H, J = 9 Hz), 8.16 (d, 1H, J = 8 Hz), 7.67 (m, 2H), 7.68 (s, 1H), 7.60 (m, 1H), 7.57 (d, 1H, J = 9 Hz), 7.24 (m, 2H), 7.16 (s, 1H), 7.11 (d, 1H, J = 2 Hz), 6.78 (m, 1H), 3.78 (s, 3H); ESIMS 496.3 (M + H, 100%), calcd 496.1