Redox-based spin diversity in a 6-oxophenalenoxyl system: generation, ESR/ENDOR/TRIPLE, and theoretical studies of 2,5,8-tri-tert-butylphenalenyl- 1,6-bis(olate) salts

Yasushi Morita; Shinsuke Nishida; Junya Kawai; Kozo Fukui; Shigeaki Nakazawa; Kazunobu Sato; Daisuke Shiomi; Takeji Takui; Kazuhiro Nakasuji

doi:10.1021/ol020041v

Redox-based spin diversity in a 6-oxophenalenoxyl system: generation, ESR/ENDOR/TRIPLE, and theoretical studies of 2,5,8-tri-tert-butylphenalenyl- 1,6-bis(olate) salts

Org Lett. 2002 Jun 13;4(12):1985-8. doi: 10.1021/ol020041v.

Authors

Yasushi Morita¹, Shinsuke Nishida, Junya Kawai, Kozo Fukui, Shigeaki Nakazawa, Kazunobu Sato, Daisuke Shiomi, Takeji Takui, Kazuhiro Nakasuji

Affiliation

¹ Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan. [email protected]

PMID: 12049498
DOI: 10.1021/ol020041v

Abstract

[reaction: see text] Novel open-shell molecular salts, 2,5,8-tri-tert-butylphenalenyl-1,6-bis(olate) salts, were designed on the basis of the 6-oxophenalenoxyl system and generated by the chemical reduction of 6-hydroxyphenalenone derivatives. ESR/ENDOR/TRIPLE measurements and DFT calculations provide unequivocal determination of the structure and spin density distribution, which demonstrate redox-based spin diversity of the 6-oxophenalenoxyl system.