The stereochemistry of organometallic compounds. XXI. Asymmetric addition of hydrogen cyanide to alkenes catalysed by zerovalent metal compounds

1982 ◽  
Vol 35 (10) ◽  
pp. 2041 ◽  
Author(s):  
PS Elmes ◽  
WR Jackson
Keyword(s):  
Hydrogen Cyanide ◽  
Organometallic Compounds ◽  
Asymmetric Addition ◽  
Metal Compounds

[(+)-(diop)]2Pd and [(+)-(diop)]2Ni have been prepared and used as catalysts for the asymmetric addition of hydrogen cyanide to alkenes. The corresponding complex of platinum with diop has also been prepared and found to be less useful as a catalyst as were the complexes of these three metals with other chelating diphosphines.

scholarly journals Asymmetric Addition of Hydrogen Cyanide to Substituted Benzaldehydes Catalyzed by a Synthetic Cyclic Peptide,Cyclo((S)-phenylalanyl-(S)-histidyl)

1986 ◽  
Vol 59 (3) ◽  
pp. 893-895 ◽  
Author(s):  
Yoshiyuki Kobayashi ◽  
Shoichi Asada ◽  
Ichigen Watanabe ◽  
Hiroaki Hayashi ◽  
Yoshiyuki Motoo ◽  
...  
Keyword(s):  
Hydrogen Cyanide ◽  
Cyclic Peptide ◽  
Asymmetric Addition ◽  
Substituted Benzaldehydes

scholarly journals Origin of Life’s Building Blocks in Carbon- and Nitrogen-Rich Surface Hydrothermal Vents

Life ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 12 ◽  
Author(s):  
Paul Rimmer ◽  
Oliver Shorttle
Keyword(s):  
Hydrogen Cyanide ◽  
Hydrothermal Vents ◽  
Prebiotic Chemistry ◽  
Organometallic Compounds ◽  
Building Blocks ◽  
Hydrothermal Systems ◽  
Subsurface Water ◽  
Geochemical Environment ◽  
Carbon And Nitrogen ◽  
Submarine Hydrothermal Systems

There are two dominant and contrasting classes of origin of life scenarios: those predicting that life emerged in submarine hydrothermal systems, where chemical disequilibrium can provide an energy source for nascent life; and those predicting that life emerged within subaerial environments, where UV catalysis of reactions may occur to form the building blocks of life. Here, we describe a prebiotically plausible environment that draws on the strengths of both scenarios: surface hydrothermal vents. We show how key feedstock molecules for prebiotic chemistry can be produced in abundance in shallow and surficial hydrothermal systems. We calculate the chemistry of volcanic gases feeding these vents over a range of pressures and basalt C/N/O contents. If ultra-reducing carbon-rich nitrogen-rich gases interact with subsurface water at a volcanic vent they result in 10 − 3 – 1 M concentrations of diacetylene (C4H2), acetylene (C2H2), cyanoacetylene (HC3N), hydrogen cyanide (HCN), bisulfite (likely in the form of salts containing HSO3−), hydrogen sulfide (HS−) and soluble iron in vent water. One key feedstock molecule, cyanamide (CH2N2), is not formed in significant quantities within this scenario, suggesting that it may need to be delivered exogenously, or formed from hydrogen cyanide either via organometallic compounds, or by some as yet-unknown chemical synthesis. Given the likely ubiquity of surface hydrothermal vents on young, hot, terrestrial planets, these results identify a prebiotically plausible local geochemical environment, which is also amenable to future lab-based simulation.

The Stereochemistry of Organometallic Compounds. XXVIII. The Nickel-Catalyzed Addition of Hydrogen Cyanide to Aliphatic Dienes

1987 ◽  
Vol 40 (6) ◽  
pp. 1053 ◽  
Author(s):  
EM Campi ◽  
PS Elmes ◽  
WR Jackson ◽  
CG Lovel ◽  
MKS Probert
Keyword(s):  
Hydrogen Cyanide ◽  
Organometallic Compounds ◽  
Mechanism Of Reaction ◽  
Wide Range ◽  
High Yields ◽  
Very High

Reaction of hydrogen cyanide with a wide range of aliphatic dienes in the presence of nickel(0) catalysts leads to rearrangement of the diene and formation of β,γ -unsaturated nitriles in moderate to very high yields. The mechanism of reaction is discussed in terms of π-allyl-nickel intermediates.

Peptide-titanium complex as catalyst for asymmetric addition of hydrogen cyanide to aldehydes

1992 ◽  
Vol 114 (21) ◽  
pp. 7969-7975 ◽  
Author(s):  
Hideaki Nitta ◽  
Donghai Yu ◽  
Masanobu Kudo ◽  
Atsunori Mori ◽  
Shohei Inoue
Keyword(s):  
Hydrogen Cyanide ◽  
Asymmetric Addition ◽  
Titanium Complex

ChemInform Abstract: Peptide-Titanium Complexes as Catalysts for Asymmetric Addition of Hydrogen Cyanide to Aldehydes.

ChemInform ◽  
2010 ◽  
Vol 24 (4) ◽  
pp. no-no
Author(s):  
H. NITTA ◽  
D. YU ◽  
M. KUDO ◽  
A. MORI ◽  
S. INOUE
Keyword(s):  
Hydrogen Cyanide ◽  
Titanium Complexes ◽  
Asymmetric Addition

The stereochemistry of organometallic compounds. XXIV. Nickel(0)-catalysed additions of hydrogen cyanide to alkynes

1983 ◽  
Vol 36 (10) ◽  
pp. 1975 ◽  
Author(s):  
WR Jackson ◽  
CG Lovel
Keyword(s):  
Hydrogen Cyanide ◽  
Organometallic Compounds ◽  
Triphenyl Phosphite ◽  
Wide Range

Hydrogen cyanide will add to alkynes bearing a wide range of substituents with cis stereospecificity, high regioselectivity, and in moderate-to-good yields, when the reaction is catalysed by tetrakis- (triphenyl phosphite)nickel(0).

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