Influence of restricted diffusion on retrogressive free-radical reactions
The effects of restricted mass transport on retrogressive reaction pathways can be probed through the study of model compounds immobilized on silica surfaces. Silica-immobilized bibenzyl undergoes a free radical chain rearrangement reaction that converts the thermally labile bibenzylic linkage into a more refractory diphenylmethane-type linkage. The efficiency of this process was found to be quite sensitive to the structure of neighboring molecules on the surface. Co-immobilized naphthalene was more effective that co-immobilized tetralin (a hydrogen donor) in inhibiting the process, apparently by retarding the key hydrogen atom transfer step. The effect of the co-attached molecules on the retrogressive cyclization-dehydrogenation path as well as other reaction pathways for this complex system remain under investigation.
- Research Organization:
- Oak Ridge National Lab., TN (United States)
- Sponsoring Organization:
- USDOE, Washington, DC (United States)
- DOE Contract Number:
- AC05-84OR21400
- OSTI ID:
- 10173685
- Report Number(s):
- CONF-930904--5; ON: DE93017757
- Country of Publication:
- United States
- Language:
- English
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