Reactions of macrocyclic rhodium carbenoids: regioselective synthesis of indol-3-yl macrocyclic lactones and cryptands
摘要:
A wide variety of new macrocyclic diazocarbonyl compounds with various spacers was synthesized. Macrocyclic rhodium(H) carberioid insertion with various substituted indoles was performed to afford regioselectively, indol-3-yl macrocyclic di- or tetralactones (C3-alkylation). Double carberioid insertion was also performed to afford indolyl cryptand molecules. (C) 2007 Elsevier Ltd. All rights reserved.
C2 Symmetrical double chromophores: cooperativity effects in lanthanide ion complexationElectronic supplementary information (ESI) available: chemical shifts for diastereoisomeric pairs 4/5 in C6D6 solutions (300 MHz). See http://www.rsc.org/suppdata/ob/b4/b403494e/
作者:Dario Pasini、Pier Paolo Righetti、Michele Zema
DOI:10.1039/b403494e
日期:——
We describe the synthesis and characterization of C2 symmetrical double chromophores, in which two identical chromophores are linked through ethylene glycol spacers of increasing lengths. The complexation ability of the trans stereopure form for each diastereoisomeric pair showed how the two chromophores, when the spacer unit is comprised of a diethylene or a triethylene glycol moiety, are able to interact in a positive way, stabilizing the resulting complexes when compared with single chromophore analogous compounds.
Selective Syntheses of Novel Polyether Fullerene Multiple Adducts
作者:Zhiguo Zhou、David I. Schuster、Stephen R. Wilson
DOI:10.1021/jo034542l
日期:2003.10.1
We have applied a modified macrocyclic tether approach to control multiple additions to C-60. The technique of He-3 NMR was used to confirm the selective formation of specific C-60 multiple adducts by the macrocyclic tether approach. An oligoglycol was used as a flexible linker to produce macrocyclic polyether-linked malonates 5, 6, 8, and 9 under solid-liquid PTC (phase-transfer-catalysis) conditions. The formation of a single C60 tris-adduct, 3, from macrocyclic malonate 1 and (HeC60)-He-3-C-@ was proven by He-3 NMR. Similarly, multiple additions to C-60 of macrocyclic polyether malonate 5 gave C-60 bis-adduct 10 selectively, while the reaction of C-60 with macrocyclic malonate 8 gave bis-adducts 11 and 12. A similar process with macrocyclic malonate 6 gave tris-adduct 13 with high selectivity as well. Saponification of these C-60 multiple adducts gives the corresponding polyacids that are potentially useful in biological applications. Macrocyclic polyether fullerenes are a new class of ionophores, which could be interesting for molecular recognition and for the development of biosensors.
Fullerene Ylidene Malonate Supramolecular Triads
作者:Luigi Garlaschelli、Ivano Messina、Dario Pasini、Pier Paolo Righetti
A wide variety of new macrocyclic diazocarbonyl compounds with various spacers was synthesized. Macrocyclic rhodium(H) carberioid insertion with various substituted indoles was performed to afford regioselectively, indol-3-yl macrocyclic di- or tetralactones (C3-alkylation). Double carberioid insertion was also performed to afford indolyl cryptand molecules. (C) 2007 Elsevier Ltd. All rights reserved.