SYNTHESIS OF THE 1ST ALPHA-LINKED QUATERPYRROLE
SYNTHESIS OF THE 1ST ALPHA-LINKED QUATERPYRROLE
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DOI：
10.1021/jo00060a064
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发表时间：
1993-04-09
影响因子：
3.6
通讯作者：
SESSLER, JL
中科院分区：
文献类型：
--
作者：
IKEDA, H;SESSLER, JL
除其他原因外，在“-位上直接连接的寡吡咯可能是扩大的卟啉的前体。1原则上，这类物种可以获得使用较简单的吡咯酸前体无法获得的一系列大环产品。例如，吡咯1的“二聚体”2，2‘-联吡咯(2)已被引入到卟啉、1 2红宝石、3 4和罗沙林4中，以及更大的席夫碱衍生的大环系统中。5类似的，2，5-双(4-丙基-2-吡咯基)噻吩环(3a)，一种三联吡咯3b的杂原子类似物，已被用来构建一个大的、类似卟啉的大环。6然而，目前还没有已知的大环体系含有“纯”的全氮杂四氢吡咯(如3b)，也没有任何已知的由连接在一起的四聚吡咯(如4)衍生的大环体系。事实上，后一类低聚吡咯与三联吡咯不同，7‘8目前完全未知。因此，我们致力于这类四聚吡咯体系的合成，并在本文中报道了首次成功合成了广义结构4-连接的四聚吡咯。
Among other reasons, oligopyrroles directly linked at the «-positions are of interest as possible precursors to expanded porphyrins. 1 In principle, such species could allow access to a range of macrocyclic products not obtainable using simpler pyrrolic precursors. For example, 2, 2'-bipyrrole (2), the “dimer” of pyrrole 1, has been incorporated into porphycenes, 1 2 rubyrins, 3 4and rosarins, 4 as well as into larger Schiff base-derived macrocyclic systems. 5 Similary, 2, 5-bis (4-propyl-2-pyrrolyl) thiophene (3a), a heteroatom analogue of terpyrrole 3b, has been used to construct a large, porphycene-like macrocycle. 6 At present, however, no macrocyclic systems are known which contain a “pure”, all-aza terpyrrole such as 3b, nor are any known which derive from an «-linked quaterpyrrole such as 4. In fact, the latter class of oligopyrroles, unlike the terpyrroles, 7’8 are completely unknown at present. Therefore, we set out to develop a synthesis of such tetrapyrrolic systems and in this paper wish to report the first successful synthesis of an «-linked quaterpyrrole of generalized structure 4.