ANALOGUES OF 2,2'-BIPYRIDYL WITH ISOQUINOLINE AND THIAZOLE RINGS .1.

ANALOGUES OF 2,2'-BIPYRIDYL WITH ISOQUINOLINE AND THIAZOLE RINGS .1.
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DOI:
10.1139/v54-065
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发表时间:
1954-01-01
期刊:
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
影响因子:
--
通讯作者:
BRECKENRIDGE, JG
BRECKENRIDGE, JG
中科院分区:
其他
文献类型:
--
作者:
KNOTT, RF;BRECKENRIDGE, JG

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已经合成了几种具有异喹啉、噻唑和吡啶环的2,2 ' -联吡啶类似物,并研究了分子中某些位置取代基对其与亚铜和亚铁离子反应能力的影响(“铜蛋白”和“铁蛋白”反应)。结果与早期的工作一致,并强调如果需要稳定和敏感的铜离子试剂,则需要两个取代基“邻位”到氮原子。一个邻位取代基的存在使得该试剂与亚铁离子反应无效。合成的两种化合物的基团的位置不允许分子的共面构型,只有在这种情况下才形成双螺旋构象;这种情况可以通过假设氮原子之间不可能形成氢键来解释。
Several analogues of 2,2′-bipyridyl, with isoquinoline, thiazole, and pyridine rings in various combinations, have been synthesized, and the effect of substituent groups in certain positions in the molecules studied with respect to their ability to react with cuprous and ferrous ion (the "cuproin" and "ferroin" reactions). The results agree with earlier work, and emphasize the desirability of two substituent groups "ortho" to the nitrogen atoms if a stable and sensitive cuprous ion reagent is wanted. The presence of one ortho substituent makes the reagent ineffective toward reaction with ferrous ion. Two of the compounds synthesized had groups in positions which did not allow a coplanarcisconfiguration of the molecule, and only in these cases were dipicrates formed; this situation is explained by assuming that hydrogen bond formation between the nitrogen atoms is not possible.