Synthesis of nonaphenylenes and dodecaphenylenes using electron-transfer oxidation of lipshutz cuprate intermediates

Chemistry Letters

Volumn 34, Issue 11, 2005, Pages 1474-1475

  Iyoda, Masahiko ^a   Rahman, Mohammad Jalilur ^a   Matsumoto, Aoi ^a   Wu, Mo ^a   Kuwatani, Yoshiyuki ^a   Nakao, Kazumi ^a   Miyake, Yoshihiro ^a  

^a TOKYO METROPOLITAN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 31544459567     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.1474     Document Type: Article

References (32)

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29. The starting materials 1b and 1c were prepared starting from 4,5-diethyl-1,2-diiodo- and 4,5-dibutyl-1,2-diiodobenzenes. The palladium-catalyzed cross-coupling of 4,5-diethyl-1,2-diiodo- and 4,5-dibutyl-1,2-diiodobenzenes with 4-trimethylsilylphenylzinc chloride, followed by the reaction with ICl afforded 1b and 1c, respectively.
30. max (log ε) 288 (4.87), 323sh (4.41) nm.
31. 2 = 0.175, GOF = 1.19.
32. The calculated HOMO and LUMO levels (HF/6-31G*): 3a, -7.516 and 2.684 eV; 4a, -7.496 and 2.607 eV; the calculated HOMO and LUMO levels (PM3): 3a, -8.814 and -0.379 eV; 4a, -8.838 and -0.384 eV.