Steric/π‐Electronic Insulation of the carbo ‐Benzene Ring: Dramatic Effects of tert ‐Butyl versus Phenyl Crowns on Geometric, Chromophoric, Redox, and Magnetic Properties
作者: Dr. Dymytrii ListunovDr. Carine DuhayonDr. Albert PoaterDr. Serge MazèresDr. Alix SaquetDr. Valérie MaravalProf. Remi Chauvin
作者单位: 1CNRS, LCC (Laboratoire de Chimie de Coordination) 205 route de Narbonne, BP 44099 31077 Toulouse Cedex 4 France
2 Université de Toulouse, UPS, ICT-FR 2599 118 route de Narbonne 31062 Toulouse Cedex 9 France
3 Institut de Química Computacional i Catàlisi Departament de Química Universitat de Girona Campus Montilivi 17071 Girona Catalonia Spain
4 UMR CNRS 5089, IPBS (Institut de Pharmacologie et de Biologie Structurale) 205 route de Narbonne 31077 Toulouse Cedex France
刊名: Chemistry – A European Journal, 2018, Vol.24 (42), pp.10699-10710
来源数据库: Wiley Journal
DOI: 10.1002/chem.201800835
关键词: AromaticityChromophoresSubstituent effectsSteric hindrance
原始语种摘要: Abstract(#br)Hexa‐ tert ‐butyl‐ carbo ‐benzene (C18 t Bu6) and three phenylated counterparts (C18 t Bu m Ph6− m ; m =4, 2) have been synthesized. The peralkylated version ( m =6) provides experimental access to intrinsic features of the insulated C18 core independently from the influence of π‐conjugated substituent. Over the series, structural, spectroscopic, and electrochemical properties are compared with those of the hexaphenylated reference ( m =0). Anchoring t Bu substituents at the C18 macrocycle is shown to enhance stability and solubility, and to dramatically modify UV/Vis absorption and redox properties. Whereas all carbo ‐benzenes reported previously were obtained as dark‐reddish/greenish solids,...
全文获取路径: Wiley  (合作)

  • carbo 
  • hindrance 干扰
  • substituent 取代基
  • aromaticity 芳香度
  • maximum 最大值
  • butyl 丁基
  • macrocyclic 大环的
  • phenylated 苯代的
  • absorption 吸收
  • solubility 溶度