Synthesis and properties of oligo(biradicals) composed of 1,3-diphosphacyclobutane-2,4-diyl units and benzyl-type linkers

✍ Scribed by Shigekazu Ito; Joji Miura; Noboru Morita; Masaaki Yoshifuji; Anthony J. Arduengo III

• Book ID: 102233772
• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 429 KB
• Volume: 21
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20625

✦ Synopsis

We have succeeded in catenating two sterically encumbered 1, 3-di-t-butyl-2,4-bis(2,4,6tri-t-butylphenyl)-1,3-diphosphacyclobutane-2,4-diyl units with a spacer 1,2-(CH 2 ) 2 C 6 H 4 to obtain bis(biradicals) as considerably stable compounds. We have discussed physicochemical properties of the dimer, together with DFT calculations of model compounds. Spectroscopic data, redox properties, and X-ray structures of the oligo(biradicals) derivatives including other spacers like 1,3-(CH 2 ) 2 C 6 H 4 , 1,4-(CH 2 ) 2 C 6 H 4 , and 1,3,5-(CH 2 ) 3 C 6 H 3 , reveal that the P-heterocyclic biradical moieties interact through nonconjugative pathways. These properties of oligo(biradicals) will facilitate to design novel molecular systems for electronics.