Premium
1,2‐Bridged Quadricyclanes
Author(s) -
Hart Harold,
Peng ChengTai
Publication year - 1982
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.198200009
Subject(s) - norbornadiene , chemistry , quadricyclane , acetylene , ring (chemistry) , catalysis , polymer chemistry , medicinal chemistry , stereochemistry , organic chemistry
The readily available benzodihydropentalene 6 and dimethyl acetylene‐dicarboxylate react to give norbornadiene diester 8 , with a three‐carbon bridge from C 1 to C 2 . Inrradiation of 8 gives the corresponding C 1 ‐C 2 bridged quadricyclane diester 9 , a new ring system. Diester 9 is quite stable, reverting to 8 with a t 1/2 of 30 min at 170°C. The corresponding diacid 11 , also prepared, reverts to its norbornadiene precursor at a considerably lower temperature, possibly as a consequence of acid catalysis.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom