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ChemInform Abstract: Chemistry in Superacids. Part 35. NO2Cl—3MXn Systems: Superelectrophilic Aprotic Nitrating Agents for Deactivated Aromatics.

✍ Scribed by G. A. OLAH; A. V. ORLINKOV; P. RAMAIAH; A. B. OXYZOGLOU; G. K. S. PRAKASH


Book ID
101867706
Publisher
John Wiley and Sons
Year
2010
Weight
40 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Chemistry in Superacids. Part 35. NO 2 Cl-3MXn Systems: Superelectrophilic Aprotic Nitrating Agents for Deactivated Aromatics.

-The superelectrophilic nitrating agent NO 2 Cl-SbCl 5 (AlCl 3 ) represents a useful tool for the nitration of deactivated aromatics affording the corresponding substituted nitroarenes in good yield and with moderate m-selectivity. In several cases, a chlorination side reaction is observed as demonstrated for pentachlorobenzene (V). -(OLAH, G. A.


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✍ G. A. Olah; A. Orlinkov; A. B. Oksizogly; G. K. Surya Prakash 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB 👁 1 views

3 ) 3 . The reaction proceeds with high regioselectivity. Thus, methanesulfonylation of 1,2,4-trifluorobenzene (V) exclusively affords the 1-mesyl-2,4,5-trifluorobenzene (VI). In dihalobenzenes [cf. compounds (VII) and (Ia)], the para-position is predominantly substituted [cf. compound (VIII)]. Othe