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Norbornadiene
About: Norbornadiene is a research topic. Over the lifetime, 2389 publications have been published within this topic receiving 38603 citations.
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TL;DR: In this paper, the ground and cationic states of benzene, norbornadiene, and barrelene were computed using Koopman's one-electron process type, and the order of states is close to that of the SCF double zeta ground state calculations.
12 citations
TL;DR: In this paper, the electron spectrum (ESCA) of the core and valency shell orbitals is obtained, for the title compound norbornadiene, and two LCGO minimal basis (7/3/3) calculations are reported using best atom and scaled gaussian functions.
12 citations
TL;DR: In this article, an anionic species of 2,5-norbornadiene was generated and brominated using a flow reactor, and an integrated one-flow synthesis using various electrophiles was achieved within 3 min to prepare 2-bromo-2,5 -norbornadienes bearing a functional group at the 3-position.
Abstract: An anionic species of 2,5-norbornadiene was generated and brominated using a flow reactor. In the second step, 2-bromo-2,5-norbornadiene was lithiated with LTMP and reacted with tributyltin chloride. Finally, an integrated one-flow synthesis using various electrophiles was achieved within 3 min to prepare 2-bromo-2,5-norbornadienes bearing a functional group at the 3-position.
12 citations
TL;DR: Norbornadiene, dimethyl acetylenedicarboxylate, and vinyl ethers react with the sulphenic acids produced by heating penicillin S-oxides, and some reactions of this cepham are reported.
Abstract: Norbornadiene, dimethyl acetylenedicarboxylate, and vinyl ethers react with the sulphenic acids produced by heating penicillin S-oxides. Norbornadiene, diketen (4-methyleneoxetan-2-one), and dimethyl acetylenedicarboxylate react by addition, whereas vinyl ethers, such as dihydropyran, react by substitution with loss of water. Methanolysis of the vinyl ether products can be achieved with dilute methanolic hydrochloric acid. Removal of the nitrogen-containing substituent of the β-lactam ring from the vinyl ether products has been effected via the pyrazoline route. A novel substitution reaction occurs on heating the 3-hydroxypenam (22) with acrylaldehyde : methacrylaldehyde is displaced and the 4-hydroxycepham (25) is formed. Some reactions of this cepham are reported.
12 citations
TL;DR: In this article, the photosensitized oxidation of two cyclic azoalkane derivatives (Azo-Q, Azo-N) of quadricyclane (Q) and norbomadiene (N) has been investigated using steady-state and laser flash photolysis techniques as well as chemically induced dynamic nuclear polarization.
Abstract: The photosensitized oxidation of two cyclic azoalkane derivatives (Azo-Q, Azo-N) of quadricyclane (Q) and norbomadiene (N) has been investigated using steady-state and laser flash photolysis techniques as well as chemically induced dynamic nuclear polarization (CIDNP). Irradiation of acetonitrile solutions of 9,lO-dicyanoan- thracene (DCA), 2,6,9,1O-tetracyanoanthracene (TCA), or chloranil (Chl) in the presence of Azo-Q results in rapid and efficient deazatization to afford N. Similar irradiation of DCA, TCA, and Chl in the presence of Azo-N yields N and Q. CIDNP experiments reveal that polarized N is formed as a cage product in the Chl sensitized photolysis of Azo-Q while polarized N and Q are both formed as cage products from Azo-N. The results are consistent with competitive fragmentation of Azo-"+ to N'+ and Q+, and selective deazatization of Azo-@+ to N'+. Irradiation of 1-cyanonaphthalene in the presence of Azo-Q or Azo-N affords Q andor N in chemical yields similar to those obtained from direct and naphthalene sensitized irradiations, indicative of singlet energy transfer quenching. Bimolecular rate constants for quenching by Azo-N and Azo-Q were determined by steady-state fluorescence methods for singlet sensitizers, or by laser flash photolysis (LFP) for 3Chl*.
12 citations