934-53-2Relevant articles and documents
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Okamoto,Brown
, p. 1903,1905 (1957)
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First X-ray crystallographic study of a benzyl cation, cumyl hexafluoroantimonate(V), and structural implications
Laube, Thomas,Olah, George A.,Bau, Robert
, p. 3087 - 3092 (1997)
The crystal structure of the cumyl cation (1; 2-phenyl-2-propyl cation) has been determined at -124°C (as hexafluoroantimonate, 1.SbF6; R1 = 0.0502, wR2 = 0.1054). The cation 1 is nearly planar and has a short C+-C(ipso) bond (1.41(2) A?) and bond lengths in the phenyl ring which agree with strong benzylic delocalization. The weak but distinct shortening of the C+-CH3 bonds by 0.025(12) A? indicates weak C-H hyperconjugation. Nearly all H atoms are involved in H...F contacts to SbF6 anions, and one close C+...F contact (3.11 (2) A?) is observed. The phenyl rings form infinite stacks and are shifted against each other in the stack.
Mechanistic insight into the thermal 1,3-chlorine migrations of N-chloroacetanilides under neutral conditions
Cheng, Baoxiang,Xu, Jiaxi
, p. 518 - 525 (2017/05/01)
The mechanistic insight of the thermal 1,3-chlorine migration reactions of N-chloroacetanilides under neutral conditions has been investigated. The results indicate that the 1,3-chorinemigration reaction is initiated by the radical reaction of the homocleavage of the Cl-N bond and subsequent radical combination of the Cl-C bond on the aromatic rings. The radical mechanism was verified by the thermal rearrangement of Nchloro- N-(4-methylphenyl)acetamide in cumene. After generation of hydrochloric acid in the radical mechanism, the migrations occurred through the acid-catalyzed rearrangement as well as the acid-catalyzed Orton reaction. The current results provide a comprehensive understanding on the mechanistic insights in the Orton reaction under different conditions.
Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions
Ajvazi, Njomza,Stavber, Stojan
supporting information, p. 2430 - 2433 (2016/05/19)
A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane (TMSBr).