4280-60-8Relevant academic research and scientific papers
Triply Threaded [4]Rotaxanes
Danon, Jonathan J.,Leigh, David A.,McGonigal, Paul R.,Ward, John W.,Wu, Jhenyi
supporting information, p. 12643 - 12647 (2016/10/07)
[4]Rotaxanes featuring three axles threaded through a single ring have been prepared through active metal template synthesis. Nickel-catalyzed sp3-sp3 homocouplings of alkyl bromide "half-threads" through 37- and 38-membered 2,2′:6′,2″-terpyridyl macrocycles generate triply threaded [4]rotaxanes in up to 11% yield. An analogous 39-membered macrocycle produced no rotaxane products under similar conditions. The constitutions of the [4]rotaxanes were determined by NMR spectroscopy and mass spectrometry. Doubly threaded [3]rotaxanes were also obtained from the reactions but no [2]rotaxanes were isolated, suggesting that upon demetalation the axle of a singly threaded rotaxane can slip through a macrocycle that is sufficiently large to accommodate three threads.
Synthesis and demethylation of 4,22-dimethoxy[2.10]metacyclophan-1-yne with BBr3 to afford a novel [10](2,9)-5a,11a-benzofuro-5a-bora-11- bromochromenophane
Uchikawa, Yuki,Tazoe, Kazuya,Tanaka, Syogo,Feng, Xing,Matsumoto, Taisuke,Tanaka, Junji,Yamato, Takehiko
experimental part, p. 441 - 449 (2012/06/16)
4,22-Dimethoxy[2.10]metacyclophan-1-yne was prepared by bromination of [2.10]metacyclophan-1-ene followed by the dehydrobromination of the bromine adduct with KOBu-t. Treatment of 4,22-dimethoxy[2.10]metacyclophan-1-yne with BBr3 in CH2Cl2 at room temperature led to the demethylation and a successive intramolecular cyclization reaction to afford a novel [10](2,9)-5a,11a-benzofuro-5a-bora-11-bromochromenophane in good yield. Similar treatment of a mixture of the corresponding meso-and dl-1,2-dibromo-4,22-dimethoxy[2.10]metacyclophane with BBr3 in CH2Cl2 under the same conditions described above afforded cis-4b,9b-dihydro[10]benzofuro[3,2-b]benzofuranophane in 83% yield.
THE PREPARATION OF α,ω-BIS-PARA-ANISYLALKANES
Kadkhodayan, Miryam,Singleton, Terry,Heldrich, F. J.
, p. 707 - 712 (2007/10/02)
An improved method for the preparation of a homologous series of α,ω-bis-para-anisylalkanes is described.
