63605-29-8Relevant academic research and scientific papers
Unconventional Transformation of the Two Carbonyl Groups in 4,4′,5,5′-Tetrachloro-10 H,10′ H-[9,9′-bianthracenylidene]-10,10′-dione into Diallenes
Chen, Liangliang,Du, Mingxu,Jiang, Wenlin,Liu, Zitong,Tian, Jianwu,Zhang, Deqing,Zhang, Guanxin,Zhang, Xisha
supporting information, (2020/11/03)
The diallene-containing compound dACl-1 was unexpectedly obtained by the unconventional transformation of two carbonyl groups in 4,4′,5,5′-tetrachloro-10H,10′H-[9,9′-bianthracenylidene]-10,10′-dione into diallenes. In addition, the two 1-triisopropylsilyl
Benzylic Functionalization of Anthrones via the Asymmetric Ring Opening of Oxabicycles Utilizing a Fourth-Generation Rhodium Catalytic System
Loh, Charles C. J.,Fang, Xiang,Peters, Brendan,Lautens, Mark
supporting information, p. 13883 - 13887 (2015/09/28)
While anthrones exist as privileged scaffolds in bioactive molecules, the enantioselective functionalization of anthrones is surprisingly scarce in the literature, with no asymmetric transition metal catalyzed example to date. Herein, we report the first asymmetric transition metal catalyzed benzylic functionalization of anthrones through the rhodium(I) catalyzed desymmetrization of oxabicycles. As previously developed rhodium(I) systems were found to be unsuitable for this substrate, a new robust fourth-generation [Rh(cod)OH]2 based catalytic system was developed to address synthetic challenges in this protocol.
Unsymmetrically Substituted 1,8-Diarylanthracenes
House, Herbert O.,Hrabie, Joseph A.,VanDerveer, Don
, p. 921 - 929 (2007/10/02)
Unsymmetrically substituted 1,8-diarylanthracenes where the aryl rings are m-tolyl (5), o-tolyl (6), and 2,3-dimethylphenyl (7) have been synthesized; the barriers to aryl ring rotation in these hydrocarbons were found to be 5.3, 10.4, and 16.3 kcal/mol, respectively.Addition of either an acetoxyl (14) or a methyl (15) substituent at C-9 of the dixylylanthracene gave mixtures of cis and trans isomers that also exhibited rotation of an aryl ring within the temperature range 25-120 deg C.X-ray crystal structures for the cis- (14b) and trans- (14a) 9-acetoxydixylylanthracenes demonstrated significant distortion in the geometry of the anthracene ring, permitting rotation of the aryl rings with unexpected ease in solutions at temperatures above 100 deg C.
Reactions of the 1,8-Diphenylanthracene System
House, Herbert O.,Ghali, Nabih I.,Haack, John L.,VanDerveer, Don
, p. 1807 - 1817 (2007/10/02)
An improved synthesis of 1,8-diphenylanthracene (1) is described along with various reactions of this hydrocarbon, including electrophilic substitution reactions, oxidations, and addition of n-BuLi.The molecular geometry of a derivative, 10-bromo-1,8-diphenylanthracene (20), was determined by X-ray crystallography.Of the various routes explored for forming 9-substituted 1,8-diphenylanthracenes, only the addition of certain organometallic reagents to the 9-anthrone 10 was satisfactory.
