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Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives

Christopher E Marjo 1
Christopher E Marjo
, 
Roger L Bishop 1
Roger L Bishop
, 
Donald C Craig 1
Donald C Craig
, 
Marcia L Scudder 1
Marcia L Scudder
10.1070/MC2004v014n06ABEH002002
Published 2004-12-17
Communication , Volume 14, Issue 6, 278-279
8
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Marjo C. E. et al. Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 278-279.
GOST all authors (up to 50) Copy
Marjo C. E., Bishop R. L., Craig D. C., Scudder M. L. Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives // Mendeleev Communications. 2004. Vol. 14. No. 6. pp. 278-279.
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TY - JOUR
DO - 10.1070/MC2004v014n06ABEH002002
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002002
TI - Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives
T2 - Mendeleev Communications
AU - Marjo, Christopher E
AU - Bishop, Roger L
AU - Craig, Donald C
AU - Scudder, Marcia L
PY - 2004
DA - 2004/12/17
PB - Mendeleev Communications
SP - 278-279
IS - 6
VL - 14
ER -
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@article{2004_Marjo,
author = {Christopher E Marjo and Roger L Bishop and Donald C Craig and Marcia L Scudder},
title = {Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002002},
number = {6},
pages = {278--279},
doi = {10.1070/MC2004v014n06ABEH002002}
}
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Marjo, Christopher E., et al. “Unusual stereochemical consequences during the substitution of V-shaped diaryl derivatives.” Mendeleev Communications, vol. 14, no. 6, Dec. 2004, pp. 278-279. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n06ABEH002002.

Abstract

The benzylic bromination of diquinoline derivative 1 proceeds in a regio- and stereo-selective manner to yield exo,exo-dibromide 2, whose subsequent hydrolysis to a diol product takes place with retention of configuration as demonstrated by the X-ray structure of 3·H2O. Related V-shaped diaryl systems behave in a similar manner, and the unusual stereochemistry of these reactions is discussed and explained.

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