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Postsynthetic Exterior Decoration of an Organic Cage by Copper(I)‐Catalysed A3‐Coupling and Detection of Nitroaromatics 下载免费PDF全文
Koushik Acharyya Prof.Dr. Partha Sarathi Mukherjee 《Chemistry (Weinheim an der Bergstrasse, Germany)》2015,21(18):6823-6831
A new synthetic protocol based on one‐pot, copper(I)‐catalysed multicomponent reaction of formaldehyde, secondary amine and terminal alkyne has been employed to postsynthetically modify a self‐assembled nanoscopic organic cage. By employing this synthetic strategy, three new cages appended with phenyl‐, xylyl‐ and naphthyl‐acetylene moieties have been synthesised. The resulting modified cages were characterised by using a range of spectroscopic techniques. The synthesised cages were fluorescent and thus one of them was tested to explore the potential use of such compounds as chemosensors for the detection of nitroaromatics. Experimental findings suggest a high selective quenching of initial fluorescence intensity in the presence of nitroaromatic compounds. Furthermore, it has been observed that among the various nitroaromatics tested, nitrophenolic compounds have better quenching ability. 相似文献
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Prof. Valery F. Sidorkin Dr. Evgeniya P. Doronina Dr. Elena F. Belogolova 《Chemistry (Weinheim an der Bergstrasse, Germany)》2013,19(31):10302-10311
DFT (B3LYP, M06‐2X) and MP2 methods are applied to the design of a wide series of the potentially 10‐C‐5 neutral compounds based on 6‐azabicyclotetradecanes: XC1(YCH2CH2CH2)3N 1 – 3 , XC1(YC6H4CH2)3N 4 – 6 , XC1[Y(tBuC6H3)CH2]3N 7 – 9 and carbatranophanes 10 – 25 (X=Me, F, Cl; Y=O, NH, CH2, SiH2; Z=O, CH2, (CH2)2, (CH2)3). Carbatranophanes 10 – 25 are characterized by a sterical compression of their axial 3c–4e XC1←N fragment with respect to that in the parent molecules 4 – 6 . A magnitude of the revealed effect depends on a valence surrounding of the central carbon atom C1, the size and the nature of the side chains (Z) that link the “π‐electron cap” with a tetradecane backbone. This circumstance allowed us to obtain 10‐C‐5 structures with the configuration of the bonds around the C1 atom, which corresponds to practically an ideal trigonal bipyramid. In these compounds, the values of the covalence ratio χ of approximately 0.6 for the coordination C1←N contacts with a covalent contribution (atoms in molecules (AIM) and natural bond orbital (NBO)) are record in magnitude. These values lie close to a low limit of the interval of the χSi←D change (0.6–0.9) being characteristic of the dative and ionic‐covalent (by nature) Si←D bond (D=N, O) in the known 10‐Si‐5 silicon compounds. 相似文献
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Functionalized 5‐(arylselanyl)‐2‐(arylsulfanyl)benzoates were prepared by [3+3] cyclocondensation of 3‐(arylsulfanyl)‐1‐(silyloxy)buta‐1,3‐dienes with 2‐(arylselanyl)‐3‐(silyloxy)‐alk‐2‐en‐1‐ones. 相似文献
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