The Rates of Methoxyl Exchange of Camphor and Norcamphor Dimethyl Ketals in Methanol-d₄

Half a century of research, teaching, service

“…The years have seen collaborations with quite a few researchers. Teddy Traylor and I measured the rates of methoxyl exchange of camphor and norcamphor dimethyl ketals ( 23 , R = H or CH 3 ) in methanol‐ d 4 , as a response to H. C. Brown's rejection of nonclassical carbocations. John Faulkner and I analyzed cis / trans ratios in Claisen and Cope rearrangements in terms of conformational preferences of substituted cyclohexanes .…”

The molecular structure of a substituted 2-norbornyl cation, 2-methoxy-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylium fluoroborate

“…4 The C-C bonds near the cationic center are the most interesting; C1C6 is highly abnormal. At 1.603 (8) Á it is one of the relatively few single bonds that is over 1.60 Á.15 This is 0.05 Á longer than the average value in simple bicyclo [2.2.1] heptanes13 or the camphor model.12…”

The Many Chemists Who Could Have Proposed the Woodward‐Hoffmann Rules But Didn't: The Organic Chemists Who Knew of the Smoking Guns**

“…So I was also a physical chemist, and I took cumes in both organic and physical chemistry." [182,183] According to SciFinder, Perrin's first publications were as follows: in 1966 on methoxy exchange of camphor dimethyl ketal; [184] in 1968, on Applications to Spin-Spin coupling with n Equivalent Nuclei; [185] in 1969 on the Claisen and Cope reactions [186] and on vibronic coupling in polyenes and porphyrin; [187] in 1970, a book entitled Mathematics for Chemists; [188] in 1971, two papers on electrophilic aromatic substitution; [189,190] and in 1972, a pedagogical paper entitled The Woodward-Hoffmann Rules -An Elementary Approach. [191] Perrin has had a distinguished academic career and in 2015 received the James Flack Norris Award in Physical Organic Chemistry.…”