13677-69-5Relevant articles and documents
Radical ion probes, 8. Direct and indirect electrochemistry of 5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one and derivatives
Phillips, J. Paige,Gillmore, Jason G.,Schwartz, Phillip,Brammer Jr., Larry E.,Berger, Daniel J.,Tanko
, p. 195 - 202 (1998)
Results pertaining to the direct and indirect electrochemistry of 5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one (1a), 1-methyl-5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one (1b), and 1,1,-dimethyl-5,7-di-tert-butylspiro[2.5]octa-4,7-dien-6-one (1c) are reported. Product analyses reveal that reduction of all these substrates leads to cyclopropane ring-opened products; ring opening occurs with modest selectivity leading to the more substituted (stable) distonic radical anion. The direct electrochemistry of these compounds is characterized by rate limiting electron transfer (with α ~ 0.5), suggesting that while ring opening is extremely rapid, the radical anions do have a discrete lifetime (i.e., electron transfer and ring opening are not concerted). Utilizing homogeneous redox catalysis, rate constants for electron transfer between 1a, 1b, and 1c and a series of aromatic radical anions were measured; reduction potentials and reorganization energies were derived from these rate constants by using Marcus theory.
UDCaT-5: A novel and efficient solid superacid catalyst for Claisen rearrangement of substituted allyl phenyl ethers
Yadav, Ganapati D.,Lande, Sharad V.
, p. 941 - 946 (2007/10/03)
The Claisen rearrangement of allyl phenyl ethers is a fundamental reaction in organic synthesis with a variety of applications in perfumes, flavors, pharmaceuticals, agrochemicals, polymers, fine chemicals, and intermediate industries. The development of environmentally benign processes using solid acid catalysts is becoming an area of growing interest. It was accomplished in an efficient, economical, environmentally friendly manner and is 100% selective toward alllyl phenols by employing UDCaT-5 as solid acid catalyst. Copyright Taylor & Francis Group, LLC.
Process for the preparation of p-allylphenols
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, (2008/06/13)
A process for the preparation of a p-allylphenol of the formula I, which comprises reacting a phenol of the formula II with an allyl halide of the formula III STR1 in which the symbols R1 to R6 and X are as defined in the description