70708-30-4Relevant academic research and scientific papers
Catalytic Enantioselective Synthesis of Axially Chiral Diarylmethylidene Indanones
Kumar, Prashant,Shirke, Rajendra P.,Yadav, Sonu,Ramasastry
supporting information, p. 4909 - 4914 (2021/06/30)
We describe the first atropselective Suzuki-Miyaura cross-coupling of β-keto enol triflates to access axially chiral (Z)-diarylmethylidene indanones (DAIs). The chemical, physical, and biological properties of DAIs are unknown, despite their being structurally similar to arylidene indanones, primarily due to the lack of racemic or chiral methods. Through this work, we demonstrate a general and efficient protocol for the racemic as well as the atropselective synthesis of (Z)-DAIs. An unusual intramolecular Morita-Baylis-Hillman reaction is utilized for the Z-selective synthesis of β-keto enol triflates.
Multilayered Inclusion Nanocycles of Anionic Spiroborates
Danjo, Hiroshi,Kidena, Yuki,Kawahata, Masatoshi,Sato, Hiroyasu,Katagiri, Kosuke,Miyazawa, Toshifumi,Yamaguchi, Kentaro
supporting information, p. 2466 - 2469 (2015/05/27)
Multilayered spiroborate nanocycles were prepared from tris- or tetrakis(dihydroxynaphthalene) and tetrahydroxyanthraquinone as pillar and crossbar units via the reversible formation of a spiroborate linkage. The four-layered spiroborate nanocycle recogni
Synthesis and complexation properties of "zorbarene": A new naphthalene ring-based molecular receptor
Tran, Anh Huu,Miller, David O.,Georghiou, Paris E.
, p. 1115 - 1121 (2007/10/03)
(Chemical Equation Presented) The syntheses of the first 2,3-dialkoxy-substituted naphthalene ring-based macrocycles which have calixarene-like structures are reported. The complexation properties of these octahomotetraoxaisocalix-[4]naphthalenes were investigated. These new members of the calixnaphthalene family did not demonstrate any appreciable complexation with C60 or C70 under the conditions studied, but did so with the tetramethylammonium cation, showing relatively strong association constants suggesting among other considerations that stronger cation-π interactions versus π-π interactions are operative with these hosts. An X-ray crystal structure of the octa-O-ethoxy derivative revealed a structure having a "flattened partial-cone" conformation in which two acetonitrile guest molecules are trapped.
Tellurium-Mediated Cycloaromatization of Acyclic Enediynes under Mild Conditions
Landis, Chad A.,Payne, Marcia M.,Eaton, David L.,Anthony, John E.
, p. 1338 - 1339 (2007/10/03)
The cycloaromatization of acyclic enediynes typically requires very high temperatures (>160 °C) and dilute conditions to proceed in a synthetically useful yield. These conditions hinder reaction throughput, inhibiting the use of this reaction for the large-scale production of materials. The reaction of sodium telluride with acyclic arenediynes yields the corresponding tellurepine, which under gentle heating extrudes Te° to yield the cycloaromatization product. We have developed conditions that form sodium telluride from inexpensive tellurium metal in situ, and that also perform the desilylation of silylated arenediynes in the same process. Under our conditions, we are able to perform desilylation and cycloaromatization at temperatures as low as 40 °C and on a scale as large as 5 g in standard laboratory glassware. Copyright
The Bergman reaction as a synthetic tool: Advantages and restrictions
Bowles, Daniel M,Palmer, Grant J,Landis, Chad A,Scott, John L,Anthony, John E
, p. 3753 - 3760 (2007/10/03)
The Bergman cycloaromatization reaction efficiently converts easily prepared acyclic enediynes into aromatic rings. In order to prepare larger, functionalized fused aromatic systems using this reaction, a thorough understanding of how functionalization affects cycloaromatization is necessary. We present here our studies on the influence of substituents at three different functionalization sites on cycloaromatization, and how these functional groups can be tailored to prepare more complex systems.
