39202-04-5Relevant academic research and scientific papers
Photochemistry of Bichromophoric Molecules. Intramolecular Excited-State Interactions in the cis- and trans-Decalin-Connected Aryl Olefins: 7-Methylene-4bβ-methyl-4bβ,5,6,7,8,8aβ,9,10-octahydrophenanthrene and Its 8aα Isomer
Pallmer, Michael,Morrison, Harry
, p. 798 - 803 (1980)
The photochemistry and photophysics of the title compounds (1,2) are reported.The trans-decalin 1 is relatively photoinert but the cis isomer (2) undergoes a singlet-derived, intramolecular, 1,3 photocycloaddition to give 13 (φ = 0.046).It is proposed that 13 is formed via an intramolecular exciplex (Scheme II) as in the acyclic analogue, 6-phenyl-2-hexene (3) , with a rate constant for complexation, kex, equal to 5.4*106 s-1.This is 185-fold slower than kex for 3 and corresponds to a ΔG298 (=8.2 kcal/mol) which can be equated with a requisite half-chair/chair to half-chair/boat isomerization (eq 3).Though neither 1 nor 2 is phosphorescent at 77 K, 2 sensitizes the isomerization of 1-methylcyclohexene to methylenecyclohexane at room temperature in solution.Thus, intermolecular triplet-energy transfer is competitive with intramolecular energy transfer.Compound 13 efficiently (φ = 0.51) photocycloeliminates to give a carbene-derived product, 15.
Dynamic kinetic resolution of a tertiary alcohol
Akai, Shuji,Gr?ger, Harald,Kühn, Franziska,Katsuragi, Satoko,Oki, Yasuhiro,Scholz, Cedric
supporting information, p. 2885 - 2888 (2020/03/23)
In spite of the tremendous success of dynamic kinetic resolutions for a broad range of compound classes, tertiary alcohols and their corresponding esters have still remained as one of the most challenging substrates for this type of process. This is due t
Hydroarylation of Alkenes by Protonation/Friedel-Crafts Trapping: HFIP-Mediated Access to Per-aryl Quaternary Stereocenters
Nielsen, Christian D.-T.,White, Andrew J. P.,Sale, David,Bures, Jordi,Spivey, Alan C.
, p. 14965 - 14973 (2019/11/13)
Upon treatment with a combination of HFIP and an organic sulfonic acid, alkenes behave as Br?nsted bases and protonate to give carbocations which can be trapped by electron-rich arenes. The reaction constitutes a Friedel-Crafts hydroarylation which procee
COMPOUND, RESIN, RESIST COMPOSITION, AND METHOD FOR PRODUCING RESIST PATTERN
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Paragraph 0255, (2019/01/07)
PROBLEM TO BE SOLVED: To provide a resin and a resist composition capable of producing a resist pattern with good line edge roughness (LER). SOLUTION: Provided are a compound represented by formula (I) and a resin containing a structural unit derived from the compound. [In the formula, R1 represents a hydrogen atom or a methyl group; R2 represents a C1-6 alkyl group; L1 represents a single bond or a C1-3 alkanediyl group; L2 represents a C1-3 alkanediyl group; Ar represents a C6-36 divalent aromatic hydrocarbon group; R3 represents a C1-12 alkyl group, where -CH2- contained in the alkyl group may be substituted with -O- or -CO-; and A1 represents a single bond or a C1-24 divalent saturated hydrocarbon group, where -CH2- contained in the saturated hydrocarbon group may be substituted with -O- or -CO-.] SELECTED DRAWING: None COPYRIGHT: (C)2019,JPO&INPIT
COMPOUND, RESIN, RESIST COMPOSITION, AND METHOD FOR PRODUCING RESIST PATTERN
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Paragraph 0262, (2019/01/15)
PROBLEM TO BE SOLVED: To provide a resin and a resist composition capable of producing a resist pattern with good LER. SOLUTION: Provided is a compound represented by formula (I) [R1 is H or methyl; R2 is a C1-6 alkyl; L1
Optically active tertiary alcohols by biocatalysis
?zdemirhan, Devrim
, p. 629 - 645 (2017/03/27)
Initially, chemoenzymatic route to optically active aromatic ring-fused cyclic tertiary alcohols (S)-(–)-1-methyl-1,2,3,4-tetrahydronaphthalen-1-ol-(–)-1b, (S)-(+)-1-methyl-2,3-dihydro-1H-inden-1-ol-(+)-1a has been reported.[9] CAL-A (lipase-A from Candida antarctica) was found the best biocatalyst for 1b, CAL-A cross linked enzyme aggregate (CLEA) for 1a, with ee values of 20 and 45% and the esters 2b and 2a with ee values 99 and 71%. Then, cyclopent-2-ene anchored tertiary allyl 1a′, homoallyl 1b′ and homopropargyl 1c alcohols have been enzymaticly resolved in a high ee (up to 90%) with 44, 40, and 43% chemical yield, respectively, cyclohex-2-ene anchored tertiary allyl 3a, homoallyl 3b, and homopropargyl 3c alcohols in high ee (up to 97%) too with 42, 45, and 49% chemical yield in turn. Chiral dienes yield the spirocyclic dihydropyrans through ring-closing methathesis with 74 and 78% chemical yields with 90 and 97% ee. Chiral enynes afford the cyclopentenone pyrans through Pauson–Khand reaction with 80 and 81% chemical yields as single diastereomers as reported subsequently.[1a]
Access to Diverse Oxygen Heterocycles via Oxidative Rearrangement of Benzylic Tertiary Alcohols
Kelley, Brandon T.,Walters, Jennifer C.,Wengryniuk, Sarah E.
supporting information, p. 1896 - 1899 (2016/05/19)
A facile method for the synthesis of challenging medium-sized cyclic ethers has been developed via a novel oxidative rearrangement of benzylic tertiary alcohols. The reaction provides access to cyclic acetals with diverse substitution at both C2 and the a
HETEROCYCLIC COMPOUNDS AND METHODS OF USE THEREOF
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Paragraph 00323, (2014/07/21)
Provided herein are heterocyclyl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.
Catalytic ketyl-olefin cyclizations enabled by proton-coupled electron transfer
Tarantino, Kyle T.,Liu, Peng,Knowles, Robert R.
supporting information, p. 10022 - 10025 (2013/07/26)
Concerted proton-coupled electron transfer is a key mechanism of substrate activation in biological redox catalysis. However, its applications in organic synthesis remain largely unexplored. Herein, we report the development of a new catalytic protocol fo
Zinc(ii)-catalyzed Grignard additions to ketones with RMgBr and RMgI
Hatano, Manabu,Ito, Orie,Suzuki, Shinji,Ishihara, Kazuaki
supporting information; experimental part, p. 2674 - 2676 (2010/07/08)
Highly efficient alkylations and arylations of ketones with Grignard reagents (RMgBr and RMgI) have been developed using catalytic ZnCl2, Me3SiCH2MgCl, and LiCl. Tertiary alcohols were obtained in high yields with high chemoselectivities, while minimizing undesired side products produced by reduction and enolization.
