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Why do the [PhSiO 1.5 ] 8,10,12 cages self-brominate primarily in the ortho position? Modeling reveals a strong cage influence on the mechanism

Journal Article · · Physical Chemistry Chemical Physics. PCCP (Print)
DOI:https://doi.org/10.1039/c4cp03997a· OSTI ID:1370121
 [1];  [1];  [1];  [1];  [2]
  1. Dept. of Mater. Sci. & Eng; Univ. of Michigan; Ann Arbor, USA
  2. Dept. of Mater. Sci. & Eng; Univ. of Michigan; Ann Arbor, USA; Macromolecular Sci. & Eng.; Univ. of Michigan
+ Show Author Affiliations

(PhSiO1.5)8,10,12cages are bulky, electron withdrawing like CF3; yet self-brominate (60 °C), favoringorthosubstitution: PhT8(≈85%), PhT10(≈75%) and PhT12(60%).

Research Organization:
Energy Frontier Research Centers (EFRC) (United States). Center for Solar and Thermal Energy Conversion (CSTEC)
Sponsoring Organization:
USDOE SC Office of Basic Energy Sciences (SC-22)
DOE Contract Number:
SC0000957
OSTI ID:
1370121
Journal Information:
Physical Chemistry Chemical Physics. PCCP (Print), Journal Name: Physical Chemistry Chemical Physics. PCCP (Print) Journal Issue: 47 Vol. 16; ISSN 1463-9076
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English

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