Stepwise synthesis and properties of a 9,10-dihydro-9,10-diboraanthracene

Tetrahedron Letters

Volumn 51, Issue 38, 2010, Pages 5013-5015

  Agou, Tomohiro ^a   Sekine, Masaki ^b   Kawashima, Takayuki ^b  

^a KYOTO UNIVERSITY   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

9,10 DIHYDRO 9,10 DIBORAANTHRACENE; ANTHRACENE DERIVATIVE; BORON; FLUORIDE; UNCLASSIFIED DRUG;

ARTICLE; ATOM; CHEMICAL STRUCTURE; COMPLEX FORMATION; CONTROLLED STUDY; CRYSTAL STRUCTURE; ELECTRICITY; ELECTROCHEMICAL ANALYSIS; PHOTOLUMINESCENCE; SYNTHESIS;

EID: 78549292422     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.07.068     Document Type: Article

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27. 9,10-Dihydro-9,10-diboraanthracene derivatives bearing smaller substituents on the boron atoms were reported to form complexes with THF, resulting in blue-shift of the absorption maxima unlike 3. See Ref. 3b.
28. HOMO, HOMO-1, HOMO-2, and HOMO-3 of 3 were mixtures of occupied φ-orbitals of the mesityl groups, and the highest occupied φ-orbital on the 9,10- dihydro-9,10-diboraanthracene skeleton was* found as HOMO-4. On the other hand, LUMO and LUMO+1 of 3 were φ o*rbitals of 9,10-dih*ydro-9,10- diboraanthracene formed by the mixing of 2p(B) orbitals and φ orbitals of the benzene rings. See the Supplementary data for detail.
29. Because the complexation constant was too large, the estimation quality was not good.
30. -1.
31. The fluorescence quantum yields after the complexation were estimated by a comparative method based on the absolute value for 3 in THF (0.05).