2,3-Diphenyl-1-propene

Diphenyl-propen-(2)-saure wird durch Lithiumalanat in 57—62%iger Ausbeute zu 1,1- Diphenyl- cyclopropan cyclisiert1 ... 

Hydroximino-2,3-diphenyl-propen — (Z)-2-Methyl-2,3-diphenyl-aziridin 90% d.Th. 

Diphenyl-1,3-propandiol wird dagegen mit Titan(III)-chlorid/Lithiumalanat zu ei-nem Gemisch aus 12°/0 cis- und 49% trans- ,2-DiphenyI-cyclopropanJ 20% 1,3-Diphe-nyl-propanol, 15% 1,3-Diphenyl-propan und 5% trans-1,3-Diphenyl-propen (Gesamt-ausbeute der Cyclopropan-Verbindungen 40% d.Th.) reduziert3 ... 

Hixson(36) (also see Ref. 37) has determined the relative rate constants for the di-ir-methane rearrangement of a series of p-substituted 1,3-diphenyl-propenes (Table 8.5) ... 

The diphenylallyl carbanion is conveniently formed by the abstraction of an allylic proton from the corresponding diphenyl propene. Under certain conditions it was found that the initial product formed from trans 1,3 diphenyl-2-methyl propene was the trans,trans anion which isomerised completely into the cis,trans conformation within a few minutes [3]. Clearly, the abstraction reaction proceeds under kinetic and-not thermodynamic control. 

The reaction of xenon difluoride with a series of cis- and trans-phenyl substituted alkenes was examined in detail. 1,1-Diphenylethene, l,1-diphenyl-2-fluoroethene and 1.1-diphenyl-propene form vicinal 1,2-difluoro derivatives in 65 95% yield in dichloromethane solution with hydrogen fluoride as the catalyst.29-32 Two possible mechanisms were discussed.33... 

Photostationary cis/trans ratios vary with sensitizer structure in a manner not yet perfectly understood, and both the time required for attainment of a photostationary state and actual flash spectroscopic quenching rates indicate that energy transfer to diphenylcyclopropane is quite inefficient. Such should be the case if nonvertical energy transfer with the production of a biradical is occurring. When care is taken so that only the sensitizer absorbs light, only cis-trans isomerization is observed. Direct excitation of the cyclopropane produces 1,3-diphenyl-propene and 1-phenylindane as well.298... 

Gamma irradiation of benzene solutions of 1,2-diphenylcyclo-propane also results in cis-trans isomerization, presumably by energy transfer from triplet benzene.300 G values for isomerization are close to one. Gamma irradiation of the neat cyclopropane produces high G values for geometric isomerization and only traces of 1,3-diphenyl-propene. 

The emission properties of anions as for instance carbanions of indene [28], xanthene or thioxanthene [29], fluorene [30, 31], diphenyl propene or penta-diene [32] were also discussed. It was shown that in certain cases, important changes may occur between ground and excited states, increasing the percentage of SSIP when the relaxed excited state is reached [33], Two different types of... 

A typical example is given by the reaction of cz s-1,2-diphenylcyclopropane cis-78a with Na/K alloy at 0 °C to yield on protonation trans-1,2-diphenylcyclopropane trans-79a, /rans-l,3-diphenylpropene 84a (together with some m-l,3-diphenyl-propene), and 1,3-diphenylpropane 82 a. Of special importance is the time dependence of the yields of cis-78a, trans-79a, 84a and 82a. The results are given in Table 4. Table 4 can be summarized as follows ... 

Die Belichtung (A = 254 nm) einer 0,1 molaren benzolischen Losung von trans-1,3-Diphenyl-propen (I, S.420) bei 40° ergibt in jeweils 6% Ausbeutecis- und trans-l,2-Di-phenyl-cyclopropan (Vie und VIt) neben ci -l,3-Diphenyl-propen (IV) und 1-Phenyl-indan (V)3. Zur Bildung der Cyclopropane VI ist entweder eine 1,2-Wasserstoff- (Fall A) Oder eine... 

Eine Lbsung von 2,0g 7-[3,3-Diphenyl-propen-(2)-yliden]-2,3-climethoxycarbonyl-bicyclo[2.2.1]hcpta-dion (IX) in 2,0 l Aceton wird mit einer TQ 2024 2000 W Lampe durch ein Pyrex-Filter bei -20° be-Iichtet. Bei bis zu 100% Umsatz werden 1,4 g (70%) XII (F 183°) neben 4% des (Z)-Isomeren XIII isoliert. Das in einem getrennten Experiment ermittelte Photogleichgewicht liegt bei 90% XII und 10% XIII. 

TriplienyI-2-benzyl-2H-thiopyran gekt entsprcchendin6-Thiono-l,2,4,6-tetraphenyl-hexadien-(2,4) iiber5. 2H-Chromen wird analog in 6-Oxo-5-prope,n-(2)-yliden-cyclohcxa-dien-(l,3) uberfiihrt3 und 2,2-Diphenyl-2H-l-benzothiopyran in 6-Thiono-5-[3,3-diphenyl-propen-(2)-yKden]-cyclohexadien-(l, 3)5. 

Diphenyl-phosphinyl)- 1360 (E)-[bzw. (Z)]-7-[3.3-Diphenyl-propen-(2) vliden]-1.2-dimcthoxycarbonyl- 447 2-(bzw. 4)-Formyl- 685 7-Isopropyl- 1239 7-Methylen- 1171 Phenyl- 673 7-Phenyl- 1240... 

A similar preference for an anti-periplanar relationship in acyclic compounds was reported by Cram and co-workers. f/ireo-l,2-Diphenyl-l-propyl chloride was found to undergo E2 elimination to give exclusively (E)-l,2-diphenyl-propene (equation 10.24), while the erythro diastereomer produced only the (Z)-l,2-diphenylpropene (equation 10.25). ... 

As actually carried out the mixed aldol condensation product 1 3 diphenyl 2 propen 1 one has been isolated in 85% yield on treating benzaldehyde with ace tophenone in an aqueous ethanol solution of sodium hydroxide at 15-30°C... 

Diphenylisoxazole can be synthesized by the reaction of hydroxylamine chloride with 3-anilino-l,2-diphenyl-2-propen-l-one or formyldeoxybenzoin, PhC(CHO)=C(OH)Ph <62HC(17)1, p. 57). 

From this value and known C—H bond dissociation energies, pK values can be calculated. Early application of these methods gave estimates of the p/Ts of toluene and propene of about 45 and 48, respectively. Methane was estimated to have a pAT in the range of 52-62. Electrochemical measurements in DMF have given the results shown in Table 7.3. These measurements put the pK of methane at about 48, with benzylic and allylic stabilization leading to values of 39 and 38 for toluene and propene, respectively. The electrochemical values overlap with the pATdmso scale for compounds such as diphenyl-methane and triphenylmethane. 

CHAIN ELONGATION OF ALKENES via gem-DIHALOCYCLOPROPANES l,l-DIPHENYL-2-BROMO-3-ACETOXY-l-PROPENE... 

L PROLYLGLYCYLGLYCINE,At CARBO BEN ZOXY-3-HY DROXYETHYL ESTER [GLYCINE,N [AT 13-HYDROXY 1 -[ (PHENYLMETH-OXY)CARBONYL] -L PROLYL] GLYCYL] -, ETHYL ESTER], 88 Propane, 1-mtro-, 36 1,3 Propanedithiol, 9 Propanoic acid, 2-chloro-, 70 1-PROPENE, 3 ACETOXY-2-BROMO-1,1-D1PHENYL- [2-PROPFN-l-OI, 2-BROMO 3,3 DIPHENYL, ... 

Propenenitrile, 2,3-diphenyl- [Cinnamo-mtrile, a-phenyl-], 55,92 2 Propen 1 ol, 55, 1... 

Benzylchlorid 1-Chlor- l-phenyl-athan Chlor-diphenyl-methan Dichlor-phcnyl-mcthan D ichlor- diphenyl- methan 3-Chlor-2-methyl-propen... 

PROPENOIC ACID, 3-NITRO-, ETHYL ESTER, (E)- [5941-50-4], 56,65 2-PROPEN-l-OL, 55,1 2-BROMO-3,3-DIPHENYL-, ACETATE [14310-15-71,56, 32... 

Another more specific characteristic can allowed the differentiation between homogeneous and colloidal catalysts. In Pd-catalysed allylic alkylation rac-3-acetoxy-1,3-diphenyl-l-propene with dimethyl malonate, homogeneous and colloid species reacts at different rates with both substrate enantiomers, obtaining in the case of Pd colloids an excellent kinetic resolution (see Section 4) [44]. 

Scheme 1. Asymmetric allylic alkylation of rac-3-acetoxy-l,3-diphenyl-l-propene (rac-I) with dimethyl malonate catalysed by Pd/1 colloidal system. (Reprinted from Reference [44], 2004, with permission from American Chemical Society.)...

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