Alkoxides

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Hailong Yan - One of the best experts on this subject based on the ideXlab platform.

  • kinetic resolution of allylic alcohol with chiral binol based Alkoxides a combination of experimental and theoretical studies
    Journal of the American Chemical Society, 2019
    Co-Authors: Yidong Liu, Song Liu, Nan Zhang, Lei Peng, Choong Eui Song, Yu Lan, Hailong Yan
    Abstract:

    The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based Alkoxides as bifunctional Bronsted base catalysts were described in the study. A number of chiral BINOL derivatives-based Alkoxides were synthesized, and their structure–enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Bronsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Bronsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had ...

  • Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies
    2018
    Co-Authors: Yidong Liu, Song Liu, Nan Zhang, Lei Peng, Choong Eui Song, Yu Lan, Hailong Yan
    Abstract:

    The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based Alkoxides as bifunctional Brønsted base catalysts were described in the study. A number of chiral BINOL derivatives-based Alkoxides were synthesized, and their structure–enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Brønsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Brønsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin

Salvador Aguinaga - One of the best experts on this subject based on the ideXlab platform.

John R. Hagadorn - One of the best experts on this subject based on the ideXlab platform.

  • dizinc Alkoxides and amides supported by binucleating bis amidoamine ligands
    Inorganic Chemistry, 2006
    Co-Authors: Mark L. Hlavinka, Michael J Mcnevin, And Richard Shoemaker, John R. Hagadorn
    Abstract:

    Several new dizinc complexes that are supported by dianionic bis(amidoamine) ligands are reported. Reaction of N,N‘-bis(2-dimethylaminoethyl)dibenzofuran-4,6-diamine (MeLH2) with 2 equiv of EtZn(OiPr) forms the dizinc bis(alkoxide) MeLZn2(OiPr)2 (1), which was isolated in 76% yield. Similarly, MeLH2 reacts cleanly with EtZn(OPh) and EtZn(OCHPh2) to form MeLZn2(OPh)2 (2) and MeLZn2(OCHPh2)2 (3), respectively. The solid-state structures of 1 and 2 feature puckered [Zn2(μ-OR)2]2+ cores, with short intermetal separations (2.81−2.88 A). Overall, the molecules have approximate (noncrystallographic) C2v symmetry. The use of the more-hindered iPr-substituted ligand N,N‘-bis(2-diisopropylaminoethyl)dibenzofuran-4,6-diamine (iPrLH2) to prepare zinc Alkoxides gave similar results. Thus, reaction of iPrLH2 with 2 equiv of EtZn(OPh), EtZn(OMe), EtZn(OCHPh2), and EtZn(OCH2Ph) forms iPrLZn2(OPh)2 (4), iPrLZn2(OMe)2 (5), iPrLZn2(OCHPh2)2 (6), and iPrLZn2(OCH2Ph)2 (7), respectively (isolated yields 48−63%). At 70 °C, C6D6...

Claudio Airoldi - One of the best experts on this subject based on the ideXlab platform.

  • determination of the mean enthalpy of dissociation of arsenic oxygen bonds in some arsenic iii Alkoxides
    The Journal of Chemical Thermodynamics, 1996
    Co-Authors: Antonio G Souza, Maria G A Brasilino, Claudio Airoldi
    Abstract:

    Abstract The standard molar enthalpy of formation of arsenic Alkoxides in the liquid phase, As(OR)3{R = ethyl (Et),n-propyl (Prn),i-propyl (Pri),n-butyl (Bun) andi-butyl (Bui)}, was determined through reaction-solution calorimetry in chloroform based on the reaction: As(NEt2)3(1) + 3ROH(1) = As(OR)3(1); ΔsolHmoatT= 298.15 K. This series of Alkoxides gave the following molar enthalpy of formation ΔfHmovalues: −(758.1 ± 9.0) kJ·mol−1, −(774.3 ± 9.0) kJ·mol−1, (−774.3 ± 9.0) kJ·mol−1−(809.8 ± 9.0) kJ·mol−1, (−828.8 ± 8.9) kJ·mol−1and −(863.4 ± 8.9) kJ·mol−1, respectively. The standard molar enthalpies of vaporization ΔvapHm(47.9 ± 1.1) kJ·mol−1, (51.2 ± 1.8) kJ·mol−1, (80.1 ± 0.9) kJ·mol−1, (64.0 ± 1.8) kJ·mol−1and (75.7 ± 1.2) kJ·mol−1, were obtained for the same sequence of Alkoxides, by means of differential scanning calorimetry. By combining the preceding values with the standard molar enthalpy of formation of the alkoxide ΔfHmin the liquid phase, the standard molar enthalpy of formation of these compounds in the gas phase was obtained as −(710.2 ± 9.0) kJ·mol−1, −(723.1 ± 9.1) kJ·mol−1, −(729.3 ± 9.0) kJ·mol−1, −(764.8 ± 9.1) kJ·mol−1, and −(787.7 ± 9.0) kJ·mol−1, respectively. From these values, the mean enthalpy of dissociation of the arsenic-oxygen bond (As-O) was calculated for the sequence of the above Alkoxides to give: (320 ± 5) kJ·mol−1, (301 ± 5) kJ·mol−1, (292 ± 5) kJ·mol−1, (293 ± 5) kJ·mol−1, and (294 ± 5) kJ·mol−1. The linear correlation between the standard molar enthalpies of formation of the liquid Alkoxides ΔfHm{As(OR)3(1)} and the respective alcohol ΔfHm(ROH, 1) suggests that these thermochemical data can be assessed for a series of normal and iso chain alcohols.

Yidong Liu - One of the best experts on this subject based on the ideXlab platform.

  • kinetic resolution of allylic alcohol with chiral binol based Alkoxides a combination of experimental and theoretical studies
    Journal of the American Chemical Society, 2019
    Co-Authors: Yidong Liu, Song Liu, Nan Zhang, Lei Peng, Choong Eui Song, Yu Lan, Hailong Yan
    Abstract:

    The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based Alkoxides as bifunctional Bronsted base catalysts were described in the study. A number of chiral BINOL derivatives-based Alkoxides were synthesized, and their structure–enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Bronsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Bronsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had ...

  • Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies
    2018
    Co-Authors: Yidong Liu, Song Liu, Nan Zhang, Lei Peng, Choong Eui Song, Yu Lan, Hailong Yan
    Abstract:

    The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based Alkoxides as bifunctional Brønsted base catalysts were described in the study. A number of chiral BINOL derivatives-based Alkoxides were synthesized, and their structure–enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Brønsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Brønsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin

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