0000000001302377
AUTHOR
Tavis W. Price
A Tale of Two Isomers: Enhanced Antiaromaticity/Diradical Character versus Deleterious Ring‐Opening of Benzofuran‐fused s ‐Indacenes and Dicyclopenta[ b , g ]naphthalenes
We examine the effects of fusing two benzofurans to s-indacene (indacenodibenzofurans, IDBFs) and dicyclopenta[b,g]naphthalene (indenoindenodibenzofurans, IIDBFs) to control the strong antiaromaticity and diradical character of these core units. Synthesis via 3-functionalized benzofuran yields syn-IDBF and syn-IIDBF. syn-IDBF possesses a high degree of paratropicity, exceeding that of the parent hydrocarbon, which in turn results in strong diradical character for syn-IIDBF. In the case of the anti-isomers, synthesized via 2-substituted benzofurans, these effects are decreased; however, both derivatives undergo an unexpected ring-opening reaction during the final dearomatization step. All th…
CCDC 2077070: Experimental Crystal Structure Determination
Related Article: Joshua E. Barker, Tavis W. Price, Lucas J. Karas, Ryohei Kishi, Samantha N. MacMillan, Lev N. Zakharov, Carlos J. G��mez���Garc��a, Judy I. Wu, Masayoshi Nakano, Michael M. Haley|2021|Angew.Chem.,Int.Ed.|60|22385|doi:10.1002/anie.202107855
CCDC 2077067: Experimental Crystal Structure Determination
Related Article: Joshua E. Barker, Tavis W. Price, Lucas J. Karas, Ryohei Kishi, Samantha N. MacMillan, Lev N. Zakharov, Carlos J. G��mez���Garc��a, Judy I. Wu, Masayoshi Nakano, Michael M. Haley|2021|Angew.Chem.,Int.Ed.|60|22385|doi:10.1002/anie.202107855
CCDC 2076414: Experimental Crystal Structure Determination
Related Article: Joshua E. Barker, Tavis W. Price, Lucas J. Karas, Ryohei Kishi, Samantha N. MacMillan, Lev N. Zakharov, Carlos J. G��mez���Garc��a, Judy I. Wu, Masayoshi Nakano, Michael M. Haley|2021|Angew.Chem.,Int.Ed.|60|22385|doi:10.1002/anie.202107855
CCDC 2077069: Experimental Crystal Structure Determination
Related Article: Joshua E. Barker, Tavis W. Price, Lucas J. Karas, Ryohei Kishi, Samantha N. MacMillan, Lev N. Zakharov, Carlos J. G��mez���Garc��a, Judy I. Wu, Masayoshi Nakano, Michael M. Haley|2021|Angew.Chem.,Int.Ed.|60|22385|doi:10.1002/anie.202107855
CCDC 2077068: Experimental Crystal Structure Determination
Related Article: Joshua E. Barker, Tavis W. Price, Lucas J. Karas, Ryohei Kishi, Samantha N. MacMillan, Lev N. Zakharov, Carlos J. G��mez���Garc��a, Judy I. Wu, Masayoshi Nakano, Michael M. Haley|2021|Angew.Chem.,Int.Ed.|60|22385|doi:10.1002/anie.202107855