Single-walled carbon nanotubes (SWNTs) with the N-alkylidene amino groups covalently attached to their side walls have been prepared starting from colloidal solutions of fluorinated SWNTs (fluoronanotubes) in terminal alkylidene diamines followed by heating at 70−170 °C. On the basis of data from thermal gravimetric and energy-dispersive X-ray analyses, the degree of SWNT functionalization achieved was estimated to be as high as 1 in 8 to 12 sidewall carbons. The demonstrated new C−N functionalization method provides a synthetic tool for binding amino acids, DNA, and polymer matrices to the side walls of the SWNTs as well as yields sidewall amino-functionalized nanotube precursors for the preparation of nylon−SWNT polymer materials.
The scope and limitations of the tandem conjugate addition-Dieckmann condensation for the construction of 1,2,3-trisubstituted naphthalenes is defined. Viable nucleophilic partners in this methodology include organocuprates, active methylenes, and a variety of heteroatom initiators.
The 1,3-dipolar cycloaddition of halogenated naphthoquinones with nitrile oxides proceeds with complete regioselectivity in favor of the isoxazoles (III) and (V). These products represent suitable precursors of type II polyketides. -(STEVENS, J. L.; WELTON, T. D.; DEVILLE, J. P.; BEHAR*, V.; Tetrahedron Lett. 44 (2003) 49, 8901-8903; Dep. Chem., Rice Univ., Houston, TX 77251, USA; Eng.) -Mais 10-126
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