Abstract
Rates of cleavage (protodesilylation) of some trimethylsilyl derivatives of reduced benzocycloalkenes and o-xylene by a mixture of 10·6M-aqueous perchloric acid and methanol (2 : 5 v/v) have been measured spectrophotometrically. Values (min.–1) of the first-order rate constants (×103) at 50·0° are as follows: 3-trimethylsilyl-o-xylene, 193; 4-trimethysilyl-o-xylene, 153; 1,2-dihydro-3-trimethylsilylbenzocyclobutene, 16·1; 1,2-dihydro-4-trimethylsilylbenzocyclobutene, 154; 4-trimethylsilylindan, 77; 5-trimethylsilylindan, 210; 5-trimethylsilyltetralin, 235; 6-trimethylsilyltetralin, 181. (Ring-opening, which complicates most studies of the behaviour of 1,2-dihydrobenzocyclobutene and its derivatives towards electrophilic reagents, does not occur under the cleavage conditions.)
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Journal of the Chemical Society B: Physical Organic
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
