A  p ‐benzyne to  m ‐benzyne conversion through a 1,2‐shift of a phenyl group. Completion of the benzyne cascade | Zendy

Polishchuk Alexei L. | Zendy; Bartlett Kevin L. | Zendy; Friedman Lee A. | Zendy; Jones Maitland | Zendy

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A p ‐benzyne to m ‐benzyne conversion through a 1,2‐shift of a phenyl group. Completion of the benzyne cascade

Author(s) -

Polishchuk Alexei L.,

Bartlett Kevin L.,

Friedman Lee A.,

Jones Maitland

Publication year - 2004

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.797

Subject(s) - aryne , triphenylene , chemistry , medicinal chemistry , group (periodic table) , pyrolysis , stereochemistry , computational chemistry , organic chemistry , molecule

Pyrolysis of 1,6‐diphenylhexa‐1,5‐diyne‐ cis ‐3‐ene at 800–1000°C leads to a mixture of 1‐ and 2‐phenylbiphenylene, along with triphenylene. Formation of the two biphenylenes is taken as strong evidence of the rearrangement of a p ‐benzyne into a m ‐benzyne through a shift of one of the phenyl groups. Copyright © 2004 John Wiley & Sons, Ltd.

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