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卷 14, 期 18, 页码 4706-4709出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol302022y
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- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0910208] Funding Source: National Science Foundation
Taking advantage of the unconventional reactivity of twisted mono- and bis-amides of Troger's base (TB), rac-6 and rac-7, respectively, the first synthesis of a 6-endo-monosubstituted TB analogue, rac-9, and the first rational synthesis of a 6,12-endo,endo-disubstituted TB analogue, rac-11, have been achieved. The bis-TB crown ether, meso-13, was prepared starting from rac-7. Mesa-13 constitutes a rare example of a crown ether with an inverted methylene bridge-to-bridge bis-TB conformation both in solution and in the solid state, resulting in a reluctance to act as a receptor for cations.
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