C N bond formation in the reaction of nitrogen ions N + with benzene molecules

Abstract

We have investigated the ring-opening reaction of N ( 3 P) ions with benzene in a guided ion beam tandem mass spectrometer under single collision conditions. Our attention is focussed on the mechanisms by which CAN bonds are formed. We have measured the kinetic energy dependence of the integral cross-section for the reaction channels leading to the formation of H 2 CN , H 2 C 2 N , H 2 C 3 N , H 3 C 4 N , HC 5 N and H 2 C 5 N . The present work indicates that the title ion molecule reaction represents a potential route to form cyano molecules from aromatic hydrocarbons, and thus may be relevant for the production of molecules of biological interest in the interstellar space. Ó

Observation of Replacement of Carbon in Benzene with Nitrogen in a Low-Temperature Plasma

“…Benzene is an extremely stable aromatic ring, and is hardly replaced one carbon atom in C = C bond by other heteroatoms without breaking the aromatic ring. Although the interactions between benzene and diverse heteroatoms including N 1 2 3 4 5 6 , O 7 8 9 , Si 10 11 and P 12 13 have been extensively investigated, there has been little experimental evidence to produce heterocyclic compounds from benzene 13 . The exclusive example on the selective breakage of carbon-carbon bond in benzene can be dated back to two decades ago, in which Muedas et al 13 presented an evidence on the insertion of a phosphorus atom into the skeleton of benzene and formation of a seven-membered ring, which was achieved through the reaction with PI 3 in an ion-molecule reaction.…”

Photodissociation Dynamics of Methylamine Cation and Its Relevance to Titan's Ionosphere

“…This study also provides the branching ratio between the photodissociation products HCNH + , CH 2 NH + , and CH 2 NH 2 + . The branching ratio for the formation of the HCNH + has been estimated earlier for the reactions of C 2 Hx + with HCN (Mackay et al 1980) and N + with the most abundant contributors (Ascenzi et al 2001). These branching ratios were determined at the 300 K, and it is very probable that they might be different at the low temperature of Titan's ionosphere.…”

Direct ring‐open mechanism of pyridine formation by replacement of one carbon in benzene with one nitrogen atom

“…The interconversion of the benzene and heterocyclic compounds plays an important role in many processes . So far, there has been only a few experimental evidences to produce heterocyclic compounds by direct interacting benzene and various heteroatoms such as nitrogen, oxygen, . phosphorus, , and silicon .…”