Direct Arylation of meso-Formyl Porphyrin
Direct Arylation of meso-Formyl Porphyrin
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DOI：
10.1002/chem.201203742
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发表时间：
2013-01-01
影响因子：
4.3
通讯作者：
Osuka, Atsuhiro
中科院分区：
文献类型：
--
作者：
Tokuji, Sumito;Awane, Hiroyuki;Osuka, Atsuhiro
钯催化的中甲酰基Ni-II卟啉与芳基溴的直接芳基化得到β -单芳基化的中甲酰基卟啉。尽管存在中甲酰基，但在甲酰基附近的β -位置进行区域选择性反应。-芳基化的甲酰基卟啉通过还原和随后的酸催化环化转化为四钠融合的卟啉，并通过McMurry偶联转化为中位-中位乙烯桥接的双卟啉（见图）。
Palladium-catalyzed direct arylation of meso-formyl Ni-II porphyrin with aryl bromides provided beta-monoarylated meso-formyl porphyrins. In spite of the existence of the meso-formyl group, the reactions proceeded regioselectively at the beta-position adjacent to the formyl group. beta-Arylated formyl porphyrin was converted to a tetraline-fused porphyrin by reduction and subsequent acid-catalyzed cyclization and to a meso--meso vinylene-bridged diporphyrin by McMurry coupling (see scheme).