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A new heterocyclic skeleton with highly tunable absorption/emission wavelength via H-bonding

机译:通过H键具有高度可调的吸收/发射波长的新型杂环骨架

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摘要

A new heterocyclic system, pyrido[2,1-a]pyrrolo[3,2-c]isoquinoline, was synthesized via Pd-catalyzed intramolecular cyclization of 1-[1-benzyl-2-(2-bromophenyl)-1H-pyrrol-3-yl]pyridin-1-ium bromides. The heterocycles obtained display stimuli responsive fluorescence in solution depending on the nature of the solvent. The strongest blue shift of the emission maxima and growth in luminescence intensity was observed in protic solvents and upon addition of proton donors to solutions of compounds in aprotic solvents. The effect of proton donors on emission characteristics was explained by DFT calculations in terms of H-complex formation with the nucleophilic centres of the molecular skeleton.
机译:通过Pd催化的1- [1-苄基-2-(2-溴苯基)-1H-吡咯分子内环化反应合成了一个新的杂环体系吡啶[2,1-a]吡咯并[3,2-c]异喹啉-3-基]吡啶-1-溴化物。取决于溶剂的性质,获得的杂环在溶液中显示出刺激响应性荧光。在质子溶剂中以及在将质子供体添加到非质子溶剂中的化合物溶液中时,观察到最大的最大发射蓝移和发光强度的增长。通过DFT计算以分子骨架的亲核中心形成H络合物的方式解释了质子供体对发射特性的影响。

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