437-30-9Relevant articles and documents
Carbon's Three-Center, Four-Electron Tetrel Bond, Treated Experimentally
Karim, Alavi,Schulz, Nils,Andersson, Hanna,Nekoueishahraki, Bijan,Carlsson, Anna-Carin C.,Sarabi, Daniel,Valkonen, Arto,Rissanen, Kari,Gr?fenstein, Jürgen,Keller, Sandro,Erdélyi, Máté
supporting information, p. 17571 - 17579 (2019/01/04)
Tetrel bonding is the noncovalent interaction of group IV elements with electron donors. It is a weak, directional interaction that resembles hydrogen and halogen bonding yet remains barely explored. Herein, we present an experimental investigation of the
N-tritylhydroxylamines: Preparations, structures, base strengths, and reactions with nitrous acid and perchloric acid
Canle L, Moises,Clegg, William,Demirtas, Ibrahim,Elsegood, Mark R.J.,Haider, Johanna,Maskill, Howard,Miatt, Peter C.
, p. 1742 - 1747 (2007/10/03)
N-Trityl, N-(4-methoxytrityl), N-(4,4′-dimethoxytrityl), and N-(4,4′,4″-trimethoxytrityl) derivatives of hydroxylamine, O-methylhydroxylamine, and O-benzylhydroxylamine have been prepared and characterised. Additionally, N,O-ditrityl- and N,O-bis(4,4′-dimethoxytrityl)-hydroxylamines have been made, and the X-ray crystal structure of the former has been determined. The pKa value of O-benzylhydroxylammonium in water (6.2) and of its N-trityl analogue in aqueous acetonitrile (7.5) have been measured. The N-tritylhydroxylamines all decompose under aqueous acidic conditions to give the corresponding trityl alcohols, and rate constants for uncatalysed and hydronium ion catalysed reactions of N-(4,4′-dimethoxytrityl)-O-methylhydroxylamine have been measured by stopped flow kinetics at 25 °C. This compound compares in reactivity with N-alkyl-N-(4,4′-dimethoxytrityl)amines rather than with 4,4′-dimethoxytritylamine. Attempted nitrosation of N-tritylhydroxylamine and its O-alkyl derivatives gave trityl alcohol, the intermediate N-nitroso compound being detectable but too unstable to isolate. From N-trityl-O-benzylhydroxylamine, attempted nitrosation led to the formation of triphenylmethane in addition to trityl alcohol, benzyl alcohol, and trityl benzyl ether. The mildly acidic conditions used for attempted nitrosation of methoxy-substituted N-tritylhydroxylamines led to deamination before addition of the nitrosating agent.
CARBON-CARBON BOND FORMATION BY COORDINATION OF CARBOCATIONS WITH CARBANIONS.
Arnett, Edward M.,Troughton, E. B.
, p. 3299 - 3302 (2007/10/02)
Direct attack of resonance-stabilized carbenium ions and carbanions can be regulated to provide a wide range of rates and equilibria for the study of carbon-carbon bond formation.
