Bruce C. Gibb

As originally defined by Cram, cavitands are synthetic organic compounds with enforced cavities large enough to complex complementary organic compounds or ions.  

In terms of different bridging groups, the first variations to methylene bridging were ethylene, propylene, or dialkylsilyl bridges. These resulted in cavitands with 

Investigations into varying the feet of cavitands were conducted subsequent to the studies into rim functionalization or bridging reactions presumably because the feet do not directly affect the size and shape of the most 

The first deep-cavity cavitand to be synthesized was the 2.3-quinoxaline derivative 4 (Fig. 4). This second row of aromatic rings in this cavitand. and related cavitands formed by the condensation of resorcinarenes with 2,3-dichloropyrazines. is conformationally flexible. Thus, they exist in a range of conformers between the vaselike C4v form (shown) and a flat C21 form. These families of compounds were termed velcrands, because in the flat, kite-like form, they have a propensity to dimerize.When not binding themselves, these types of cal-itands also bind mono- or di-substituted benzene derivatives. 

An alternative to deepening the cavity in the manner of cavitand 4 comes in the form of the stereoselective bridging of resorcinarenes. The first successes in this regard were carried out with a number of phosphorus derivatives, e.g., Stereoselective bridging with 

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Canary, James W. and Gibb, Bruce C., Selective Recognition of Organic... 

Gerloch, Malcolm and Woolley, R. Guy, The Functional Group in Ligand Field Studies The Empirical and Theoretical Status of the Angular Overlap Model Gibb, Bruce C., see Canary, James W. 

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