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首页> 外文期刊>Chemistry: A European journal >Synthesis,Crystal Structures,Linear and Nonlinear Optical Properties,and Theoretical Studies of(p-R-Phenyl)-,(p-R-Phenylethynyl)-,and(E)-[2-(p-R-Phenyl)ethenyl]dimesitylboranes and Related Compounds
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Synthesis,Crystal Structures,Linear and Nonlinear Optical Properties,and Theoretical Studies of(p-R-Phenyl)-,(p-R-Phenylethynyl)-,and(E)-[2-(p-R-Phenyl)ethenyl]dimesitylboranes and Related Compounds

机译：（p-R-苯基）-，（p-R-苯基乙炔基）-和（E）-[2-（p-R-苯基）乙炔基]二异丁烯二烯及其相关化合物的合成，晶体结构，线性和非线性光学性质和理论研究

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摘要

The(p-R-phenyl)dimesityl-boranes(R = Me_2N,MeO,MeS,Br,I),(p-R-phenylethynyl)dimesitylboranes(R = Me_2N,MeO,MeS,H),(E)-[2-(p-R-phenyl)ethenyl]dimesitylboranes(R = Me_2N,H_2N,MeO,MeS,H,CN,NO_2),(E)-[2-(2-thienyl)ethenyl]dimesi-tylborane,and(E)-[2-(o-carboranyl)e-thenyl]dimesitylborane have been prepared through the reaction of the appropriate p-R-phenyl-and p-R-phenyl-ethynyllithium reagents with dimesityl-boron fluoride and by hydroboration of the appropriate p-R-phenylacetylene,2-ethynylthiophene,and o-ethynylcar-borane with dimesitylborane.Their UV/Vis absorption and emission spectra have been recorded in a range of solvents with the fluorescence maxima of the donor-substituted compounds in particular exhibiting large bathochro-mic shifts in highly polar solvents,indicative of charge transfer leading to large dipole moments in the excited state.The molecular structures of the(p-R-phenyl)dimesitylboranes(R = Me_2N,MeO,MeS,Br,I),the(E)-[2-(p-R-phenyl)ethenyl]dimesitylboranes(R = Me_2N,H_2N MeO,MeS,H),(p-R-phenylethynyl)dimesityiborane(R = Me_2N),and(E)-[2-(2-thienyl)ethenyl]-dimesitylborane,which have been determined from single-crystal X-ray diffraction measurements,offer evidence of increased conjugation in the ground state with increased donor strength of the R substituent.Their first-and second-order molecular hyperpolariza-bilities have been obtained from EFISH and THG measurements,the first-order hyperpolarizabilities being largest for the strongest R-substituent donors.AMI calculations have been performed on these compounds,showing reasonable agreement with the experimentally obtained bond lengths and hyperpolarizabilities,as well as on several related hypothetical compounds containing multiple C=C bonds,most of which are proposed to have even larger hyperpolarizabilities.
机译：（pR-苯基）二甲硅烷基-硼烷（R = Me_2N，MeO，MeS，Br，I），（pR-苯基乙炔基）二甲戊烯（R = Me_2N，MeO，MeS，H），（E）-[2-（pR -苯基）乙烯基]二茂铁（R = Me_2N，H_2N，MeO，MeS，H，CN，NO_2），（E）-[2-（2-噻吩基）乙烯基]二甲硅烷基硼烷，和（E）-[2-通过适当的pR-苯基-和pR-苯基-乙炔基锂试剂与二苯甲基-氟化硼反应并通过适当的pR-苯乙炔，2-乙炔基噻吩的氢硼化反应制得了（o-碳硼烷基）e-噻吩基]邻乙炔基甲硼烷与二聚三氟甲磺酸。已在一系列溶剂中记录了它们的UV / Vis吸收和发射光谱，其中供体取代的化合物的荧光最大值特别是在高极性溶剂中表现出大的荧光位移，表明带电转移导致大的偶极矩处于激发态。（pR-苯基）二聚异戊二烯（R = Me_2N，MeO，MeS，Br，I），（E）-[2-（pR-苯基）乙烯基] dimesitylboranes（R = Me_2N，H _2N MeO，MeS，H），（pR-苯基乙炔基）二甲基异硼烷（R = Me_2N），和（E）-[2-（2-噻吩基）乙烯基]-二甲基异硼烷，已通过单晶X射线衍射测定测量，提供了基态共轭增加以及R取代基供体强度增加的证据。他们的一阶和二阶分子超极化能力已通过EFISH和THG测量获得，一阶超极化性最大，最强对这些化合物进行了AMI计算，表明与实验获得的键长和超极化性以及包含多个C = C键的几种相关的假设化合物具有合理的一致性，其中大多数建议具有更大的取代基超极化率。

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