Currently Reading
 "The Universe of Design: Horst Rittel's Theories of Design and Planning." By Jean-Pierre Protzen and David J. Harris. 2010. Rutledge Press.

https://www.routledge.com/The-Universe-of-Design-Horst-Rittels-Theories-of-Design-and-Planning/Protzen-Harris/p/book/9780415779890

https://www.amazon.com/Universe-Design-Rittels-Theories-Planning/dp/0415779898
Some of my favorite sections

Part Two: Wicked Problems

The term "wicked problems" resonates with me on many levels. At once, I know it has its roots in philosopher of Science, Karl Popper's, ascription to problems that have no stopping rule. I learned that Rittel operationalized the phrase from Karl Popper, because even Richard Buchanan mentioned this fact. Dr. Jeff Conklin would agree. 
Declaration by Design: Rhetoric, Argument, and Demonstration in Design Practice Author(s): Richard Buchanan
Source: Design Issues, Vol. 2, No. 1 (Spring, 1985), pp. 4-22
Published by: The MIT Press

Working definition, 
"Horst Rittel sugggested... that the term 'wicked problem' refers to a class of social system problems which are ill-formulated, where the information is confusing, where there are many clients and decision makers with conflicting values, and where the ramifications in the whole system are thoroughly confusing. The adjective 'wicked' is supposed to describe the mischievous and even evil quality of these problems, where proposes 'solutions' often turn out to be worse than the symptoms" (Churchman 1967: B-141).
Design and Planning problems have characteristics that set them apart. In 1969, Rittel and Melvin Webber delivered the famous presentation, "Dilemmas of a General Theory of Planning." That presentation was delivered to the Panel on Policy Sciences of the American Association for the Advancement of Science.
more reflections soon...
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