• Title/Summary/Keyword: Nitriles

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Environmentally Friendly Synthesis of Amide by Metal-catalyzed Nitrile Hydration in Aqueous Medium (수중에서 금속 촉매의 니트릴 수화 반응에 의한 환경친화적 아미드 합성)

  • Hussain, Muhammad Asif;Kim, Jung Won
    • Applied Chemistry for Engineering
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    • v.26 no.2
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    • pp.128-131
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    • 2015
  • Hydration of nitriles in the environmentally benign neutral conditions is the most economical and attractive way to produce amides. Substantial research works have been carried out to apply the solid metal oxides and transition metal supported catalytic systems to promote the hydration of nitriles. The most significant feature of these catalysts is the applicability to a wide range of substrates including aromatic, alicyclic, hetero-atomic, and aliphatic nitriles. These catalysts are also characterized by the easy isolation from the reaction mixture and the reusability while maintaining the high catalytic activity. This review accounts over the detailed survey of the metal oxide and solid supported metal catalysts for preparing amides from the hydration of nitriles.

Synthesis and Dissociation Constants of Cationic Rhodium (I)-Triphenylarsine Complexes of Unsaturated Nitriles and Aldehyde

  • Chin, Chong-Shik;Park, Jeong-Han;Shin, Sang-Young;Kim, Choong-Il
    • Bulletin of the Korean Chemical Society
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    • v.8 no.3
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    • pp.179-183
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    • 1987
  • Reactions of $Rh(ClO_4)(CO)(AsPh_3)_2$ with unsaturated nitriles and aldehyde, L, produce a series of new cationic rhodium (I) complexes, $[RhL(CO)(AsPh_3)_2]ClO_4$ (L = $CH_2$ = CHCN, $CH_2$ = C($CH_3$)CN, trans-$CH_3CH$ = CHCN, $CH_2$ = CH$CH_2$CN, trans-$C_6H_5CH$ = CHCN, and trans-$C_6H_5CH$ = CHCHD) where L are coordinated through the nitrogen and oxygen, respectively but not through the ${\pi}$-system of the olefinic group. Dissociation constants for the reaction, $[RhL(CO)(AsPh_3)_2]ClO_4$ $\rightleftharpoons$ $Rh(ClO_4)(CO)(AsPh_3)_2$ + L, have been measured to be $1.20{\times}10^{-4}$ M (L = $CH_2$ = CHCN), $1.05{\times}10^{-4}$ M (L = $CH_2$ = C($CH_3$)CN, $3.26{\times}10^{-5}$ M (L = trans-$CH_3$CH = CHCN) and $6.45{\times}10^{-5}$ M (L = $CH_2$ = CH$CH_2$CN) in chlorobenzene at $25^{\circ}C, and higher than those of triphenylphosphine complexes, $[RhL(CO)(AsPh_3)_2]ClO_4$ where L are the corresponding nitriles that are coordinated through the nitrogen atom. The differences in dissociation constants seem to be predominantly due to the differences in ${\Delta}H$ (not due to the differences in ${\Delta}S$). The weaker Rh-N (unsaturated nitriles) bonding in $AsPh_3$ complexes than in $PPh_3$ complexes (based on ${\Delta}H$ values) suggests that the unsaturated nitriles in 2∼5 are good ${\sigma}$-donor and poor ${\pi}$-acceptor.

A Simple and One-pot Oxidative Conversion of Alcohols or Aldehydes to the Nitriles using NaIO4/KI in Aqueous NH3

  • Zolfigol, Mohammad Ali;Hajjami, Maryam;Ghorbani-Choghamarani, Arash
    • Bulletin of the Korean Chemical Society
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    • v.32 no.12
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    • pp.4191-4194
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    • 2011
  • Sodium periodate ($NaIO_4$) and potassium iodide (KI) in aqueous ammonia has been used for the one-pot synthesis of nitriles from the corresponding aldehydes and alcohols in moderate to good yield. This transformation, proceeds via an in situ oxidation- imination-aldimine oxidation sequence.