74630-41-4Relevant academic research and scientific papers
Long-Chain Alkyl Cyanides: Unprecedented Volatile Compounds Released by Pseudomonas and Micromonospora Bacteria
Montes Vidal, Diogo,von Rymon-Lipinski, Anna-Lena,Ravella, Srinivasa,Groenhagen, Ulrike,Herrmann, Jennifer,Zaburannyi, Nestor,Zarbin, Paulo H. G.,Varadarajan, Adithi R.,Ahrens, Christian H.,Weisskopf, Laure,Müller, Rolf,Schulz, Stefan
supporting information, p. 4342 - 4346 (2017/04/03)
The analysis of volatiles from bacterial cultures revealed long-chain aliphatic nitriles, a new class of natural products. Such nitriles are produced by both Gram-positive Micromonospora echinospora and Gram-negative Pseudomonas veronii bacteria, although the structures differ. A variable sequence of chain elongation and dehydration in the fatty acid biosynthesis leads to either unbranched saturated or unsaturated nitriles with an ω?7 double bond, such as (Z)-11-octadecenenitrile, or methyl-branched unsaturated nitriles with the double bond located at C-3, such as (Z)-13-methyltetradec-3-enenitrile. The nitrile biosynthesis starts from fatty acids, which are converted into their amides and finally dehydrated. The structures and biosyntheses of the 19 naturally occurring compounds were elucidated by mass spectrometry, synthesis, and feeding experiments with deuterium-labeled precursors. Some of the nitriles showed antimicrobial activity, for example, against multiresistant Staphylococcus aureus strains.
Synthesis and transformations of metallacycles 46. Catalytic cycloalumination reaction in the synthesis of bis(phospholanes)
D’yakonov,Makhamatkhanova,Agliullina,Tyumkina,Dzhemilev
, p. 2493 - 2497 (2016/09/28)
An efficient one-pot synthesis of bis(phospholanes) was elaborated, which included a sequential Cp2ZrCl2-catalyzed cycloalumination of α,ω-diolefins with AlEt3, giving the corresponding bis(aluminacyclopentanes), and their in situ reaction with dihalophosphines to furnish the target α,ω-bis(phospholanes). The reaction of these compounds with H2O2 or elementary sulfur gave the corresponding bis(phospholane 1-oxides) and bis(phospholane 1-sulfides).
