Dual molecular tweezers extending from a nanohoop.

The field of nanohoops is mature enough that synthetic protocols exists to tune their size, composition (incorporation of heteroaromatic building blocks), connectivity ( linkages), and solubility in different media (hydrophobic hydrophilic). Here, we report an additional dimension incorporating the concept of fullerene tweezers into a nanohoop. The resulting hybrid nanohoop is highly strained at 77 kcal mol, possesses a quantum yield of 0.

Nonspherical anion sequestration by C-H hydrogen bonding.

Macrocyclic arenes laid the foundations of supramolecular chemistry and their study established the fundamentals of noncovalent interactions. Advancing their frontier, here we designed rigidified resorcin[4]arenes that serve as hosts for large nonspherical anions. In one synthetic step, we vary the host's anion affinity properties by more than seven orders of magnitude.

Mechanistic Investigation of the Formation of Isoindole -Oxides in the Electron Transfer-Mediated Oxidative Cyclization of 2'-Alkynylacetophenone Oximes.

This paper describes a joint experiment-theory investigation of the formation and cyclization of 2'-alkynylacetophenone oxime radical cations using photoinduced electron transfer (PET) with DCA as the photosensitizer. Using a combination of experimental H and C nuclear magnetic resonance (NMR) spectra, high-resolution mass spectrometry, and calculated NMR chemical shifts, we identified the products to be isoindole -oxides. The reaction was found to be stereoselective; only one of the two possible stereoisomers is formed under these conditions.