Multicarbocycle formation mediated by arenoporphyrin 1,4-diradicals: Synthesis of picenoporphyrins
Bergman cyclization of 2,3-dialkynyl-meso-tetraphenylporphyrins and carbon-carbon bond formation (mediated by 1,4-diradicals) with the adjacent meso-phenyl rings lead to formation of an unprecedented multicarbocycle fused onto the porphyrin periphery. The highly π-extended parent molecules (1; R = Bu, H, Ph) are described and are named picenoporphyrins after their phenacene structure.
Publication Source (Journal or Book title)
Angewandte Chemie - International Edition
Aihara, H., Jaquinod, L., Nurco, D., & Smith, K. (2001). Multicarbocycle formation mediated by arenoporphyrin 1,4-diradicals: Synthesis of picenoporphyrins. Angewandte Chemie - International Edition, 40 (18), 3439-3441. https://doi.org/10.1002/1521-3773(20010917)40:18<3439::AID-ANIE3439>3.0.CO;2-Z