Showing papers on "Bicyclic molecule published in 1968"
TL;DR: In this article, a chiral copper chelate was used to catalyzes thermal decomposition of diphenyldiazomethane in benzene to afford tetraphenylethylene and benzophenone azine.
250 citations
47 citations
TL;DR: In this article, a re-investigation of acid-catalyzed cyclization of farnesol and related compounds has been undertaken, using 1,2-dimethylnaphthalene as an internal standard.
42 citations
TL;DR: In this article, the NMR spectra of compounds of the bicyclo [2.2] octane types and containing the N(COOR)N(COORN) fragment have been studied.
40 citations
37 citations
Patent•
05 Jun 1968TL;DR: In this article, the authors proposed a novel type of monophosphabicyclo hydrocarbylene-his (monophospha-his) bis, where the polyolefinic group may contain one or more functional groups as substituents and in each bicyclic structure, the phosphorus atom, being linked to the hydrocar-bylene group, is a member of a ring without being a bridge-head atom and the smallest phosphorus-containing ring consists of at least 5 atoms, are prepared by reacting a secondary phosphine, preferably a bicyclic heter
Abstract: 1,127,965. Hydrocarbylene-his (monophosphabicyclo hydrocarbons); cobalt-containing complexes. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ N.V. 24 Nov., 1966 [26 Nov., 1965], No. 52662/66. Heading C2C. [Also in Division B1] Novel hydrocarbylene - bis (monophosphabicyclo hydrocarbons) where the hydrocarbylene group may contain one or more functional groups as substituents and in which, in each bicyclic structure, the phosphorus atom, being linked to the hydrocarbylene group, is a member of a ring without being a bridge-head atom and the smallest phosphorus-containing ring consists of at least 5 atoms, are prepared by reacting a secondary phosphine, preferably a bicyclic heterocyclic secondary phosphine, with a polyolefinic compound containing at least two isolated ethylenic bonds in the presence of a free-radical-generating catalyst and in the absence of substantial amounts of oxygen. Specified catalysts are azonitriles, a dialkyl or diacyl peroxide, actinic radiation and high energy or ionizing radiation. Typical products may be represented by the formula where Q is hydrocarbylene, y, z, y 1 and z 1 each represent integers of 1 or more and y + z = 3 and y 1 + z 1 = 3, R is hydrogen or C 1-4 alkyl. Specified functional substituents are carbonyl, carboxyl, nitro, amino, hydroxy, cyano, sulphonyl and sulphoxyl. The compounds may also be prepared by reacting a diprimary hydrocarbylene phosphine with a cyclo-octadiene in the presence of a free radical-generating catalyst and in the substantial absence of oxygen. The novel compounds are used as phosphine ligands in complexes containing cobalt, e.g. cobalt carbonyl. Such complexes are used as catalysts for the production of alcohols and/or aldehydes by the reaction of olefins with CO and H 2 , and the catalysts may be prepared in situ, e.g. from cobalt octanoate. The hydroformylation of 1-dodecene is described.
32 citations
TL;DR: In this article, the isomeric N-alkyl-s-triazolopyrimidones are more readily distinguished by their IR spectra, and this differentiation may be confirmed by the IR stretching frequency of the CO group.
26 citations
Patent•
28 Aug 196824 citations
22 citations
22 citations
TL;DR: A series of six octaarylspiro[5.5]pentasiloxanes containing phenyl, m-tolyl, and p-to-lyl groups have been synthesized by treating a disiloxanediol with either SiCl 4 or with a dichlorocyclotrisiloxane (for mixed bicyclic) as discussed by the authors.
TL;DR: In this paper, 2-O-Hydroxyethylene-D-glucose undergoes intramolecular glucoside formation under acid conditions affording to two bicyclic D-glocopyranosides and the bicyclic alpha-furanoside.
Abstract: : 2-O-Hydroxyethyl-D-glucose undergoes intramolecular glucoside formation under acid conditions affording to two bicyclic D-glucopyranosides and the bicyclic alpha-furanoside. The latter, 1,2-O-ethylene-alpha-D-glucofuranose, was also synthesised by another route, in order to confirm its structure. (Author)
TL;DR: The structure of 1,3- or 1,5-Cyclo-Octadiene has been confirmed by single-crystal X-ray analysis in this article, based on infrared, proton magnetic resonance, and mass spectra.
Abstract: 1,3- or 1,5-Cyclo-octadiene undergoes transannular dehydrogenation with decacarbonyldirhenium to give the bicyclic derivative, tricarbonyltrimethylene-1,2-cyclopentadienylrhenium(I), C8H9Re(CO)3. The structure of the product, suggested on the basis of infrared, proton magnetic resonance, and mass spectra, has been confirmed by single-crystal X-ray analysis. The Re(CO)3 group is bonded to the cyclopentadienyl ring in the same way as in many [M(CO)3Arene] complexes.
Patent•
10 Apr 1968TL;DR: In this article, a process for the preparation of monocyclic and bicyclic amine compositions is described, which comprises reacting one of the compounds 1,5-dicyano pentanone-3; 1,6- dicyanone hexanone 3; and organic substituted derivatives thereof with hydrogen in the presence of a hydrogenation catalyst at elevated temperature for a time sufficient to secure cyclic amines.
Abstract: 1,191,562. Mono- and bi-cyclic amine compounds. ESSO RESEARCH & ENG. CO. 23 April, 1968 [28 April, 1967; 10 April, 1968], No. 19135/68. Heading C2C. [Also in Division C5] The invention relates to a process for the preparation of monocyclic and bicyclic amine compositions which comprises reacting one of the compounds 1,5-dicyano pentanone-3; 1,6- dicyano hexanone-3; 1,7-dicyano heptanone-4, and organic substituted derivatives thereof with hydrogen in the presence of a hydrogenation catalyst at elevated temperature for a time sufficient to secure said cyclic amine compound. The hydrogenation may be carried out at a pressure of 300 to 3000 p.s.i.g. Compounds claimed per se are 1-aza-3,3,7,7-tetramethylbicyclo (3.3.0) octane; 1-aza-3,7-bis-(p-methoxy phenyl) bicyclo (3.3.0) octane, bis-quaternary ammonium salt from bis-chloromethyl durene and 1 -aza-3,3,7,7-tetramethylbicyclo- (3.3.0) octane, and compounds of the formulµ In an example 2-(3-amino-2,2-dimethylpropyl)- 4,4 - dimethyl - 4,5 - dihydro - 3H pyrrole is prepared by subjecting a mixture of phorone dinitrile (obtained by the addition of HCN to 2,6 - dimethyl - 2,5 - hepta - diene - 4 - one) absolute ethanol saturated with ammonia to hydrogen under pressure. In another example 1-aza- 3,3,7, 7-tetramethylbicyclo (3.3.0) octane is prepared by reacting the compound produced above under pressure with hydrogen. Several other examples are given.
TL;DR: In this article, the synthesis of a new stable nitroxide radical (I) enables us to show by nuclear magnetic resonance that the long-range coupling, often observed in bicyclic structure has a piositive sign.
Patent•
13 Mar 1968TL;DR: The BICYCLICAMIDINES have the general formula N<(=C(-)-(CH2)M-M-N(-]-(CH 2)N-) where C(-) and N(-) are joined together wherein M is a WHOLE number from 3 to 7 and N is a whole number from 2 to 4.
Abstract: BICYCLIC AMIDINES ARE USED AS CATALYST TO PROMOTE THE REACTION BETWEEN HYDROXYL COMPOUNDS AND ORGANIC ISOCYANATES. THE BICYCLIC AMIDINES HAVE THE GENERAL FORMULA N<(=C(-)-(CH2)M-N(-)-(CH2)N-) WHERE C(-) AND N(-) ARE JOINED WHEREIN M IS A WHOLE NUMBER FROM 3 TO 7 AND N IS A WHOLE NUMBER FROM 2 TO 4.
TL;DR: Treatment of "Dewar hexafluorobenzene" (DHFB) with the anions [Re(CO)5] or [(π-C5H5)Fe( CO)2] leads mainly to a replacement of a vinylic fluorine by the anionic group with retention of the bicyclo[2,2,0]-structure as mentioned in this paper.
Abstract: Treatment of ‘Dewar hexafluorobenzene’(DHFB, hexafluorobicyclo[2,2,0]hexa-2,5-diene) with the anions [Re(CO)5]– or [(π-C5H5)Fe(CO)2]– leads mainly to a replacement of a vinylic fluorine by the anionic group with retention of the bicyclo[2,2,0]-structure. The reactionof DHFB with enneacarbonyldi-iron is complex; the two compounds (DHFB)Fe(CO)4 and (DHFB)[Fe(CO)4]2 have been characterised. Tetrakis(triphenylphosphine)platinum, acetylacetonatobis(ethylene)rhodium, or chlorocarbonylbis(diphenylmethylphosphine)iridium react with DHFB to give the complexes (Ph3P)2Pt(DHFB), (C2H4) acac Rh(DHFB), and (Ph2PCH3)2(CO)ClIr(DHFB) in all of which the Dewar structure is retained. Reaction of the platinum derivative with iodine regenerates DHFB. Hydridopentacarbonylrhenium adds rapidly to both double bonds of DHFB to give C6H2F6[Re(CO)5]2. The reaction of pentacarbonyltrimethyltinmanganese with DHFB is complex; decafluorodiphenyl and C6F6HMn(CO)5 have been identified as products.
Patent•
19 Feb 1968
TL;DR: In this article, reaction products of monocyclic and bicyclic diolefins with phenols were used as age resistors for polymers and showed promising performance.
Abstract: Reaction products of monocyclic and bicyclic diolefins with phenols as age resistors for polymers.
Patent•
12 Aug 1968
TL;DR: In this article, the authors presented a method for copolymerizing 5-alkyl- or 5-hexyl-bicyclo- [2.2.1]-heptene-2 in which the alkyl groups contain 2 to 14 carbon atoms, in the presence of a noble metal halide and a reducing agent such as an alcohol.
Abstract: 1,212,266. Elastomers. CHARBONNAGES DE FRANCE. 14 Aug., 1968 [18 Aug., 1967], No. 38934/68. Heading C3P. Elastomeric polymers are prepared by polymerizing a 5-alkyl- or 5-alkoxy-bicyclo- [2.2.1]-heptene-2 in which the alkyl groups contain 2 to 14 carbon atoms, in the presence of a noble metal halide and a reducing agent such as an alcohol. The monomers may be copolymerized with bicyclo-[2.2.1]-heptene-2, 5-methyl bicyclo-[2.2.1]-heptene-2 and esters of 5-carboxylic acid and 5,6-dicarboxylic acid of bicyclo-[2.2.1]-heptene-2. In examples, ruthenium chloride and butanol are used to polymerize (1) 5-propyl, (2) 5-butyl, (3) 5- pentyl, (4) 5-hexyl, (5) 5-octyl, (6) 5-decyl, (7) 5-dodecyl, (8) 5-tetradecyl, (9) 5-isobutyl, (10) 5-butoxy, (11) 5-isobutoxy and (12) 5-isooctyloxy bicyclo-[2.2.1]-heptene-2; to copolymerize (13) 5-octyl and 5-dodecyl, (14) 5-dodecyl and 5-tetradecyl and (15) 5-decyl and 5-tetradecyl bicyclo-[2.2.1]-heptene-2; and to copolymerize 5-pentyl bicyclo-[2.2.1]-heptene-2 with (16- 18) bicyclo-[2.2.1]-heptene-2 and (20-22) the diester of triethylene glycol monobutyl ether and exo cis bicyclo-[2.2.1]-heptene-2 dicarboxylic acid-5,6.
TL;DR: In this paper, three substituted 5,6-dihydro-1,3-oxazines have been condensed to a fused β-lactam ring system by use of phthaloylglycyl chloride.
TL;DR: In this article, a series of γδ-unsaturated ketones with m-chloroperbenzoic acid did not yield the expected epoxides, and a common intermediate, in its various stereoisomeric forms, was suggested for the formation of the dioxabicycloheptanes, the dihydrofuran, and the bicyclic orthoacetate.
Abstract: Reaction of a series of γδ-unsaturated ketones with m-chloroperbenzoic acid did not yield the expected epoxides. Depending on the nature of the unsaturated ketone, the reaction products are two (occasionally one) 2,7-dioxabicyclo[2,2,1]heptanes or a mixture of these with two epimeric 6-hydroxy-2,7-dioxabicyclo[2,2,1]heptanes and a 5-hydroxymethyldihydrofuran derivative. Separate treatment of the latter compound with the same oxidant yielded the two 6-hydroxy-dioxabicycloheptanes. A bicyclic orthoacetate, 1,5-dimethyl-3-exo-phenyl-2,7,8-trioxabicyclo[3,2,1]octane, was isolated from the oxidation reaction of 5-methyl-3-phenylhex-5-en-2-one. A common intermediate, in its various stereoisomeric forms, is suggested for the formation of the dioxabicycloheptanes, the dihydrofuran, and the bicyclic orthoacetate. The n.m.r. spectra are discussed in terms of chemical shifts and coupling constants.
TL;DR: In this paper, the 1-pyrazolines formed by the photochemical and/or thermal cycloaddition of 9-diazofluorene to norbornadiene and norbornene were isolated and submitted to thermal and photochemical decomposition.