In the thread on “Greatest Culture” I linked a Pauline Kael review of “A Clockwork Orange”. Here’s the link again:
http://visual-memory.co.uk/amk/doc/0051.html
The essence of Kael’s negative critique is that Kubrick manipulates his audience into empathizing with the murderer and rapist, while holding the victims in contempt. Kael finds this morally abhorrent. Nonetheless, her final condemnation of the movie (and her critique is excellent whatever we think of “A Clockwork Orange”) is, “The movie's confusing -- and, finally, corrupt -- morality is not, however, what makes it such an abhorrent viewing experience. It is offensive long before one perceives where it is heading, because it has no shadings. Kubrick, a director with an arctic spirit, is determined to be pornographic, and he has no talent for it”
That’s the problem with both pornography and propaganda, is it not? Both tend to lack depth and shading. If they had depth and shading, they would (however sexy or however patriotic) fail to be merely pornography or propaganda.
Since you mention Mark Twain, “Injun Jim” is clearly a stereotyped caricature. Nonetheless (as luke hinted) the stereotyped caricature makes sense in “Tom Sawyer”, because for children ALL adults are stereotyped caricatures.
Jonathon Haidt (whom I mentioned earlier) divides morality into five categories: ingroup/loyalty, authority/respect, and purity/sanctity, as well as on the universally employed foundations of harm/care and fairness/reciprocity. Modern liberals (i.e. most of us) emphasize the last two. However, we probably care about the first three (more often associated with religious thinking) more than we think we do. We wouldn’t look at pornography in public not because it violates any notion of fairness or harm, but because it violates notions of loyalty and purity. We might object to Tolstoy's criticism of Beethoven and Shakespeare as in opposition to "authority/respect".
One function of art (of course) is to question culturally constituted norms in all five categories. However, when such questioning becomes manipulative, simplistic, jingoistic or overbearing, the result is lousy art. Kael’s objections to “A Clockwork Orange” are not merely moral objections, but artistic objections. She objects to being manipulated into empathizing with morally repugnant characters, and it ruins the movie for her. I’d suggest that most of us would agree (perhaps not about “A Clockwork Orange”, but about some other work of art).
This is a complicated issue, of course. The history of painting includes masterpiece after masterpiece commissioned by the Church, and designed to be (basically) propaganda. To what extent is moral shading or ambiguity essential to differentiating between the masterpieces and the schlock propaganda? I’m not sure. Certainly some of the masterpieces gain that status from complex characterizations; others, however, toe the party line, and are masterpieces of composition, color, and (whatever else art experts talk about). Countless paintings of Mary and Baby Jesus don't seem to concentrate on characterization, but on capturing a moral mood through light, color, and composition. I'm getting out of my depth here, however. Perhaps luke can chime in.


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