five

1,2,3- versus 1,2-Indeno Ring Fusions Influence Structure Property and Chirality of Corannulene Bowls

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https://figshare.com/articles/dataset/1_2_3-_versus_1_2-Indeno_Ring_Fusions_Influence_Structure_Property_and_Chirality_of_Corannulene_Bowls/6026099
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Annulated corannulenes 3–5 form via distinct synthetic pathways: (i) Pd-catalyzed sp3 CH insertion, (ii) Pd-catalyzed aryl coupling, and (iii) silyl cation-promoted C–F activation/CH insertion. Crystal structure, redox, and photophysical studies elucidate the differing influence of 1,2,3- versus 1,2-indeno ring fusions. Mono and dianions of 3–5 are characterized. Resolution of 4 gives enantiopure forms, allowing assessment of the bowl-inversion barrier.
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2018-03-26
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