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Long‐range electronic interactions in androstanediones
Author(s) -
Klasinc Leo,
PašaTolić Ljiljana,
VikićTopić Dražen,
Knop Jan V.,
McGlynn Sean P.
Publication year - 1997
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/(sici)1097-461x(1997)63:3<797::aid-qua19>3.0.co;2-1
Subject(s) - androstane , chemistry , mndo , computational chemistry , chemical shift , proposition , stereochemistry , organic chemistry , molecule , epistemology , philosophy
The results of MNDO SCF MO calculations on 5α‐androstane (1), androstan‐3‐one (2), androstan‐16‐one (3), androstan‐17‐one (4), androstane‐3,16‐dione (5), and androstane‐3,17‐dione (6) and the experimental 13 C‐NMR chemical shifts observed in various solvents (C 6 D 12 , CDCl 3 , CD 3 CO 2 D, CD 2 Cl 2 , CD 3 COCD 3 , CD 3 OD, CD 3 CN) were used to assess the nature of long‐range interactions between 3,16‐ and 3,17‐carbonyl groups in androstanediones. The 13 C‐NMR results appear to confirm the proposition that the interactions in androstane‐3,16‐dione are stronger. © 1997 John Wiley & Sons, Inc. Int J Quant Chem 63: 797–803, 1997