新型含吡唑和三唑基联吡啶类化合物的合成及其光学性能

Synthesis and Spectral Properties of Novel Bipyridyl Compounds Containing Pyrazolyl or Triazolyl Group

以对-吡唑基苯甲醛(1a)[或对-1,2,4-三唑基苯甲醛(1b)]和苯乙酮经Aldol缩合反应得4-吡唑查尓酮(2a)[或4-三唑查尔酮(2b)];2a或2b与2-乙酰基吡啶(3)经Michael加成反应得1-苯基-5-(2-吡啶基)-3-[4-(1-吡唑基)苯基]-1,5-戊二酮(4a)或1-苯基-5-(2-吡啶基)-3-[4-(1-[1,2,4]-三唑基)苯基]-1,5-戊二酮(4b);4a或4b与AcONH4经关环反应合成了两种新型含吡唑和三唑基的联吡啶衍生物——6-苯基-4-[4-(1H-吡唑基)苯基]-2,2'-联吡啶(5a)或6-苯基-4-[4-(1H-1,2,4-三唑基)苯基]-2,2'-联吡啶(5b),其结构经1H NMR,IR,MS和元素分析表征。UV-Vis和FL研究结果表明:5a和5b的λmax分别位于290 nm和280nm;5a和5b的λem均位于360 nm。

4-Pyrazolylchalcone（ 2a） or 4-[1,2,4]-triazolylchalcone（ 2b） were synthesized by Aldol condensation reaction of 4-（ 1H-pyrazol-1-yl） benzaldehyde[or 4-（ 1H-1,2,4-triazol-1-yl） benzaldehyde] and acetophenone. 1-Phenyl-5-（ 2-pyridyl）-3-[4-（ 1-pyrazolyl） phenyl]-1,5-pentanedione（ 4a） or 1-phenyl-5-（ 2-pyridyl）-3-[4-（ 1-[1,2,4]-triazolyl） phenyl]-1,5-pentanedione（ 4b） were synthesized by Michael addition reaction of 2a or 2b and 2-acetyl-pyridine. Two novel bipyridyl compounds containing pyrazolyl or triazolyl group———6-phenyl-4-（ 4-（ 1H-pyrazol-1-yl） phenyl）-2,2＇-bipyridine（ 5a） or 6-phenyl-4-（ 4-（ 1H-1,2,4-triazol-1-yl） phenyl）-2,2＇-bipyridine（ 5b） were synthesized by cyclization reaction of 4a or 4b and AcONH 4. The structures were characterized by 1H NMR,IR,MS and elemental analysis. Spectral properties of 5a and 5b were invesigated by UVVis and FL. The results showed that λ max of 5a and 5b were 290 nm and 280 nm,respectively. λ em of 5a and 5b were 360 nm.